BWIN

The following discussion and analysis of our financial condition and results of operations should be read in conjunction with our consolidated financial statements and the related notes and other financial information included elsewhere in this Quarterly Report on Form 10-Q and in our Annual Report on Form 10-K for the year ended December 31, 2025 filed with the SEC on February 26, 2026. In addition to historical consolidated financial information, the following discussion contains forward-looking statements that reflect our plans, estimates, and beliefs. Our actual results may differ materially from those discussed in the forward-looking statements as a result of various factors, including those set forth in Part I, Item 1A. Risk Factors in our Annual Report on Form 10-K for the year ended December 31, 2025. THE COMPANY The Baldwin Insurance Group, Inc. is a holding company and sole managing member of The Baldwin Insurance Group Holdings, LLC (“Baldwin Holdings”) and its sole material asset is its ownership interest in Baldwin Holdings, through which all of our business is conducted. In this Quarterly Report on Form 10-Q, unless the context otherwise requires, the words “Baldwin,” the “Company,” “we,” “us” and “our” refer to The Baldwin Insurance Group, Inc., together with its consolidated subsidiaries, including Baldwin Holdings and its consolidated subsidiaries and affiliates. Baldwin is an independent insurance distribution firm providing indispensable expertise and insights that strive to give our clients the confidence to pursue their purpose, passion and dreams. As a team of dedicated entrepreneurs and insurance professionals, we have come together to help protect the possible for our clients. We do this by delivering bespoke client solutions, services, and innovation through our comprehensive and tailored approach to risk management, insurance, and employee benefits. We support our clients, colleagues, insurance company partners and communities through the deployment of vanguard resources and capital to drive our organic and inorganic growth. When we consistently execute for these key stakeholders, we believe that the outcome is an increase in value for our stockholders. We are innovating the industry by taking a holistic and tailored approach to risk management, insurance and employee benefits. Our growth plan includes continuing to recruit, train and develop industry leading talent, continuing to add geographic representation, insurance product expertise and end-client industry expertise via our partnership strategy, and continuing to build out MSI, which delivers proprietary, technology-enabled insurance solutions to our internal risk advisors as well as to a growing channel of external distribution partners. We are a destination employer supported by an award-winning culture, powered by exceptional people and fueled by industry-leading growth and innovation. We represent over three million clients across the United States and internationally. Our team comprises approximately 5,000 colleagues—including those who joined us through our January 2026 partnerships. Among them are approximately 800 risk advisors, who are fiercely independent, relentlessly competitive and “insurance geeks.” We have approximately 120 offices in 25 states, all of which are equipped to provide diversified products and services to empower our clients at every stage through our three operating groups. •Insurance Advisory Solutions (“IAS”) provides expertly-designed commercial risk management, employee benefits and private risk management solutions for businesses and high-net-worth individuals, as well as their families. Risk management solutions typically involve the sale of a wide variety of both commercial and personal lines insurance products that mitigate risks for firms and individuals. Employee benefits solutions can include health plans, dental plans, and retirement accounts for firms and their employees. We are privileged to have partnered with some of the highest quality independent insurance brokers across the country with vast and varied strategic capabilities and expertise. We have been intentional in recognizing and elevating this talent across the organization to build world class industry-focused practice groups and product Centers of Excellence that can be leveraged by the entire firm. •Underwriting, Capacity & Technology Solutions (“UCTS”) consists of three distinct divisions—MSI, our Capacity Solutions group (which includes our reinsurance brokerage business, Juniper Re; our reinsurance MGA business, MultiStrat; and our captive management business), and the Captive business. Through MSI, we manufacture proprietary, technology-enabled insurance products that are then distributed (in many instances via technology and/or API integrations) internally via our risk advisors across our other operating groups and externally via select distribution partners, with a focus on sheltered channels where our products deliver speed, ease of use and certainty of execution. An example of this is our national embedded renters insurance product sold at point of lease via integrations with property management software providers. As a prominent growth driver for the Company, we have invested heavily in the expansion of our MGA product suite, which is now comprised of more than 20 products across commercial, personal and professional lines. 38 •Mainstreet Insurance Solutions (“MIS”) offers personal insurance, commercial insurance and life and health solutions to individuals and businesses in their communities, with a focus on accessing clients via sheltered distribution channels, which include, but are not limited to, new home builders, realtors, mortgage originators/lenders, master planned communities, and various other community centers of influence. We have invested deeply in talent, technology and capabilities across MIS, including in Westwood’s homeowners solutions that are embedded in many of the top home builders in the United States, the national expansion of our distribution footprint through our National Mortgage and Real Estate Channel, and enhanced digital capabilities focused on improving the risk advisor and client experience. MIS also offers consultation for government assistance programs and solutions, including traditional Medicare, Medicare Advantage and Affordable Care Act, to seniors and eligible individuals through a network of primarily independent contractor agents. In 2011, we adopted the “Azimuth” as our corporate and cultural constitution. Named after a historical navigation tool used to find “true north,” the Azimuth asserts our core values, business basics and stakeholder promises. The ideals encompassed by the Azimuth support our mission to deliver indispensable, tailored insurance and risk management insights and solutions to our clients. We strive to be regarded as the preeminent insurance advisory firm—fueled by relationships, powered by people and exemplified by client adoption and loyalty. This type of environment is upheld by the distinct vernacular we use to describe our services and culture. We are a firm, instead of an agency; we have colleagues, instead of employees; and we have risk advisors, instead of producers/agents. We serve clients instead of customers and we refer to our strategic acquisitions as partnerships. We refer to insurance brokerages that we have acquired, or in the case of asset acquisitions, the producers, as partners. Seasonality The insurance brokerage market is seasonal and our results of operations are somewhat affected by seasonal trends. Our adjusted EBITDA and adjusted EBITDA margins are typically highest in the first quarter and lowest in the fourth quarter. This variation is primarily due to fluctuations in our revenues, while overhead remains consistent throughout the year. Our revenues are generally highest in the first quarter due to a higher degree of first quarter policy commencements and renewals in certain IAS and MIS lines of business such as employee benefits, commercial and Medicare. In addition, a higher proportion of our first quarter revenue is derived from our highest margin businesses. Partnerships can significantly impact adjusted EBITDA and adjusted EBITDA margins in a given year and may increase the amount of seasonality within the business, especially results attributable to partnerships that have not been fully integrated into our business or owned by us for a full year. PARTNERSHIPS We utilize partnerships to complement and expand our business. We source partnerships through proprietary deal flow, competitive auctions and cultivated industry relationships. We are currently considering partnership opportunities in all of our operating groups, including businesses to complement or expand our MGA product suite. The financial impact of partnerships may affect the comparability of our results from period to period. Our acquisition strategy also entails certain risks, including the risks that we may not be able to successfully source, value, close, integrate and effectively manage businesses that we acquire. To mitigate that risk, we have a professional team focused on finding new partners and integrating new partnerships. Executing on partnership opportunities is a key pillar in our long-term growth strategy. We completed three partnerships for an aggregate purchase price of $1.6 billion during the six months ended June 30, 2026 as discussed further below. The operating results of these partnerships have been included in the condensed consolidated statements of comprehensive income (loss) from their respective acquisition dates. We acquired the outstanding equity interests of the business of Cobbs Allen Capital Holdings, LLC (“CAC Group”), an IAS partner effective January 1, 2026, to significantly expand Baldwin’s specialty capabilities and strengthen our specialty product lines and data and analytics platform. We acquired the outstanding equity interests of Creisoft, Inc. (“Obie”), a UCTS partner effective January 2, 2026, to expand access to embedded insurance distribution capabilities for MSI within UCTS and strengthen its offerings in the rapidly growing real estate investor market. We acquired substantially all the assets of Foley Insurance Agency, Inc., doing business as Capstone Group (“Capstone”), an IAS partner effective January 2, 2026, to expand Baldwin’s regional presence and enhance our ability to deliver comprehensive risk management solutions to a wider client base. 39 RESULTS OF OPERATIONS FOR THE THREE AND SIX MONTHS ENDED JUNE 30, 2026 AND 2025 The following discussion and analysis of our financial condition and results of operations should be read in conjunction with our condensed consolidated financial statements for the six months ended June 30, 2026 and 2025 and the related notes and other financial information included elsewhere in this report. In addition to historical financial information, the following discussion and analysis contains forward-looking statements that involve risks, uncertainties and assumptions. Our actual results and timing of selected events may differ materially from those anticipated in these forward-looking statements as a result of many factors, including those discussed under Part I, Item 1A. Risk Factors in our Annual Report on Form 10-K for the year ended December 31, 2025. The following is a discussion of our consolidated results of operations for the three and six months ended June 30, 2026 and 2025. Consolidated results of operations for the three and six months ended June 30, 2026 include the results of the CAC Group, Capstone and Obie partnerships from their respective acquisition dates. For the Three Months Ended June 30, Variance For the Six Months Ended June 30, Variance (in thousands) 2026 2025 Amount % 2026 2025 Amount % Revenues: Core commissions and fees $ 454,453 $ 351,790 $ 102,663 29 % $ 953,413 $ 733,105 $ 220,308 30 % Profit-sharing and other income 34,336 24,459 9,877 40 % 64,237 53,675 10,562 20 % Commissions and fees 488,789 376,249 112,540 30 % 1,017,650 786,780 230,870 29 % Investment income 4,150 2,562 1,588 62 % 7,524 5,436 2,088 38 % Total revenues 492,939 378,811 114,128 30 % 1,025,174 792,216 232,958 29 % Operating expenses: Colleague compensation and benefits 264,323 195,471 68,852 35 % 547,935 393,491 154,444 39 % Outside commissions 71,798 73,586 (1,788) (2) % 138,477 139,409 (932) (1) % Other operating expenses 94,058 56,119 37,939 68 % 318,221 114,138 204,083 179 % Amortization expense 56,027 26,010 30,017 115 % 111,074 51,892 59,182 114 % Change in fair value of contingent consideration 12,303 (1,957) 14,260 n/m 14,272 6,104 8,168 134 % Depreciation expense 2,773 1,642 1,131 69 % 4,804 3,225 1,579 49 % Total operating expenses 501,282 350,871 150,411 43 % 1,134,783 708,259 426,524 60 % Operating income (loss) (8,343) 27,940 (36,283) (130) % (109,609) 83,957 (193,566) (231) % Other income (expense): Interest expense, net (45,666) (31,320) (14,346) 46 % (84,566) (61,296) (23,270) 38 % Gain (loss) on divestitures — (1,111) 1,111 (100) % — 290 (290) (100) % Loss on extinguishment and modification of debt (129) — (129) — % (7,538) (2,394) (5,144) 215 % Other income (expense), net (2,423) 35 (2,458) n/m (1,776) (115) (1,661) n/m Total other expense, net (48,218) (32,396) (15,822) 49 % (93,880) (63,515) (30,365) 48 % Income (loss) before income taxes and share of net earnings of equity method investment (56,561) (4,456) (52,105) n/m (203,489) 20,442 (223,931) n/m Share of net earnings of equity method investee 664 — 664 — % 1,175 — 1,175 — % Income (loss) before income taxes (55,897) (4,456) (51,441) n/m (202,314) 20,442 (222,756) n/m Less: income tax expense (benefit) 84 685 (601) (88) % (144,437) 685 (145,122) n/m Net income (loss) $ (55,981) $ (5,141) $ (50,840) n/m $ (57,877) $ 19,757 $ (77,634) n/m __________ n/m not meaningful 40 Commissions and Fees We earn commissions and fees by facilitating the arrangement between insurance company and reinsurance company partners and clients for the insurance and/or reinsurance company to provide insurance and/or reinsurance to the insured party. Our commissions are usually a percentage of the premium paid by the insured and generally depend on the type of insurance, the particular insurance or reinsurance company partner and the nature of the services provided. Under certain arrangements with clients, we earn pre-negotiated service fees for insurance placement services. Additionally, we earn policy fees for acting in the capacity of an MGA and fulfilling certain administrative functions on behalf of insurance or reinsurance company partners, including delivery of policy documents, processing payments and other administrative functions, and the Captive business earns revenue from assumed premium. We may also receive profit-sharing commissions, which represent forms of variable consideration paid by insurance company partners and reinsurance company partners associated with the placement of coverage. Profit-sharing commissions are generally based on underwriting results, but may also contain considerations for volume, growth or retention. Other revenue streams include other ancillary income, premium financing income, and marketing income based on negotiated cost reimbursement for fulfilling specific targeted Medicare marketing campaigns. Commissions and fees increased $112.5 million, or 30%, for the quarter ended June 30, 2026 compared to the same period of 2025, driven by commissions and fees contributed by partnership activity of $106.8 million and organic growth in profit-sharing and other revenue of $6.0 million, offset in part by lower organic core commissions and fees of $0.3 million. Commissions and fees increased $230.9 million, or 29%, for the year-to-date period ended June 30, 2026 compared to the same period of 2025, driven by commissions and fees contributed by partnership activity of $218.2 million, organic growth in core commissions and fees of $11.0 million and organic profit-sharing and other revenue of $1.6 million. Colleague Compensation and Benefits Colleague compensation and benefits is our largest expense. It consists of (i) base compensation comprising salary, bonuses and benefits paid and payable to colleagues, and commissions paid to colleagues, and (ii) equity-based compensation associated with the grants of restricted and unrestricted stock awards to senior management, colleagues, risk advisors and directors. We expect to continue to experience a general rise in colleague compensation and benefits expense commensurate with expected revenue growth as our compensation arrangements with our colleagues and risk advisors contain significant bonus or commission components driven by the results of our operations. In addition, we operate in competitive markets for human capital and need to maintain competitive compensation levels as we expand geographically and create new products and services. Colleague compensation and benefits expense increased $68.9 million, or 35%, for the quarter ended June 30, 2026 compared to the same period of 2025. Partnership activity contributed $69.8 million to the increase in colleague compensation and benefits. After excluding partnership activity, colleague compensation and benefits decreased $1.0 million, driven by lower costs related to temporary help and performance bonuses of $5.1 million, colleague earnout incentives of $1.5 million and inside advisor commissions of $1.1 million, offset in part by elevated health plan costs of $3.2 million, higher severance of $2.5 million and increased colleague compensation of $2.1 million. Colleague compensation and benefits expense increased $154.4 million, or 39%, for the year-to-date period ended June 30, 2026 compared to the same period of 2025. Partnership activity contributed $139.9 million to the increase in colleague compensation and benefits. After excluding partnership activity, colleague compensation and benefits increased $14.6 million, primarily resulting from elevated health plan costs of $7.3 million, increased colleague compensation of $6.2 million and inside advisor commissions of $3.9 million related to the overall growth of the business, and higher severance of $3.1 million, offset in part by lower temporary help and performance bonuses of $7.8 million. Other Operating Expense Other operating expenses include travel, accounting, legal and other professional fees, placement fees, rent, office expenses and other costs associated with our operations. Our occupancy-related costs and professional services expenses, in particular, generally increase or decrease in relative proportion to the number of our colleagues and the overall size and scale of our business operations. Other operating expenses increased $37.9 million for the quarter ended June 30, 2026 compared to the same period of 2025. Partnership activity contributed $16.4 million to the increase in other operating expenses. After excluding partnership activity, other operating expenses increased $21.6 million, driven by higher professional fees of $10.1 million due to increased legal spend, higher Captive‑related operating expenses of $7.6 million, and higher technology and software-related costs of $3.2 million. 41 Other operating expenses increased $204.1 million for the year-to-date period ended June 30, 2026 compared to the same period of 2025. Partnership activity contributed $32.6 million to the increase in other operating expenses. After excluding partnership activity, other operating expenses increased $171.5 million, driven by $128.8 million of additional Tax Receivable Agreement expense during 2026, $16.5 million of higher Captive‑related operating expenses, $14.9 million of higher professional fees due to increased legal spend, $7.7 million of transaction-related insurance premiums incurred in connection with the CAC Group partnership, and $6.0 million of higher technology and software-related cost. The increase in Tax Receivable Agreement expense relates to the recognition of a liability associated with expected future payments under the agreement. Historically, such amounts were not recorded as we did not expect to realize sufficient cash tax benefits. During the period, changes in our tax profile, including the recognition of deferred tax liabilities, resulted in management concluding that a significant portion of the tax benefits associated with prior exchanges is expected to be realized. Accordingly, we recorded a liability representing our estimated obligation to share such realized tax benefits with Baldwin Holdings’ LLC Members. This amount was recorded to other operating expense as it reflects the recognition of previously unrecorded obligations, while future amounts arising from new redemptions or exchanges will be recorded through stockholders’ equity and subsequent changes in any of our estimates after the date of the redemption or exchange, as well as any interest accrued on the Tax Receivable Agreement between our annual tax filing date and the Tax Receivable Agreement payment date, will be recognized in the condensed consolidated statements of comprehensive income (loss). Amortization Expense Amortization expense increased $30.0 million and $59.2 million for the quarter and year-to-date periods ended June 30, 2026 compared to the same periods of 2025, respectively, driven primarily by the impact of intangible assets recognized in connection with recent partnerships, including those completed in 2025 that are not reflected in our results for the comparative period. The increase also reflects higher amortization of internally developed software placed into service over the past year. Change in Fair Value of Contingent Consideration The change in fair value of contingent consideration was a $12.3 million loss for the quarter ended June 30, 2026 compared to a $2.0 million gain for the same period of 2025, and a $14.3 million loss for the year-to-date period ended June 30, 2026 compared to a $6.1 million loss for the same period of 2025. The fair value losses for the quarter and year-to-date periods of 2026 reflect improved projected operating performance for certain acquired businesses, which increased the estimated earnout obligations, in addition to accretion of certain contingent earnout obligations approaching their respective measurement dates. Interest Expense, Net Interest expense, net, increased $14.3 million and $23.3 million for the quarter and year-to-date periods ended June 30, 2026 compared to the same periods of 2025, respectively, resulting from higher average borrowings, offset in part by a lower average interest rate. We expect interest expense to grow in the near term on a year-over-year basis due to higher borrowings under the JPM Credit Facility to fund partnership opportunities and the settlement of deferred payment obligations, offset slightly by lower expected interest rates. Loss on Extinguishment and Modification of Debt Losses on extinguishment and modification of debt of $7.5 million for the first half of 2026 and $2.4 million for the same period of 2025 relate to debt refinancing transactions completed during those periods. Income Tax Expense (Benefit) We recognized an income tax benefit of $144.4 million for the six months ended June 30, 2026 related to the CAC Group and Obie partnerships completed on January 1, 2026 and January 2, 2026, respectively. In connection with these partnerships, we recognized $142.2 million of deferred tax liabilities associated with acquired intangible assets, providing an additional source of future taxable income. This prompted a reassessment of the realizability of our deferred tax assets from which we concluded that sufficient positive evidence existed to support the realizability of the majority of those assets. As a result, we released a significant portion of our related valuation allowance and recognized an income tax benefit. The income tax benefit was partially offset by the change in deferred tax liabilities recognized in connection with the CAC Group and Obie partnerships. The valuation allowance release also caused a shift in our overall position from a net deferred tax asset to a net deferred tax liability. 42 NON-GAAP FINANCIAL MEASURES Adjusted EBITDA, adjusted EBITDA margin, organic revenue, organic revenue growth, adjusted net income and adjusted diluted earnings per share (“EPS”), are not measures of financial performance under GAAP and should not be considered substitutes for GAAP measures, including commissions and fees (for organic revenue and organic revenue growth), net income (loss) (for adjusted EBITDA and adjusted EBITDA margin), net income (loss) attributable to Baldwin (for adjusted net income) or diluted earnings (loss) per share (for adjusted diluted EPS), which we consider to be the most directly comparable GAAP measures. These non-GAAP financial measures have limitations as analytical tools, and when assessing our operating performance, you should not consider these non-GAAP financial measures in isolation or as substitutes for commissions and fees, net income (loss), net income (loss) attributable to Baldwin, diluted earnings (loss) per share or other consolidated income statement data prepared in accordance with GAAP. Other companies in our industry may define or calculate these non-GAAP financial measures differently than we do, and accordingly, these measures may not be comparable to similarly titled measures used by other companies. We calculate organic revenue based on commissions and fees for the relevant period by excluding (i) the first 12 months of commissions and fees generated from new partners and (ii) commissions and fees from divestitures. Organic revenue growth is the change in organic revenue period-to-period, with prior period results adjusted to (i) include commissions and fees that were excluded from organic revenue in the prior period because the relevant partners had not yet reached the 12-month owned mark, but which have reached the 12-month owned mark in the current period, and (ii) exclude commissions and fees related to divestitures from organic revenue. For example, commissions and fees from a partner acquired on June 1, 2025 are excluded from organic revenue for 2025. However, after June 1, 2026, results from June 1, 2025 to December 31, 2025 for such partners are compared to results from June 1, 2026 to December 31, 2026 for purposes of calculating organic revenue growth in 2026. Organic revenue growth is a key metric used by management and our board of directors to assess our financial performance. We believe that organic revenue and organic revenue growth are appropriate measures of operating performance as they allow investors to measure, analyze and compare growth in a meaningful and consistent manner. We define adjusted EBITDA as net income (loss) before interest, taxes, depreciation, amortization, change in fair value of contingent consideration and certain items of income and expense, including share-based compensation expense, transaction-related partnership and integration expenses, transformation costs, severance, and certain non-recurring items, including those related to raising capital. We believe that adjusted EBITDA is an appropriate measure of operating performance because it eliminates the impact of income and expenses that do not relate to business performance, and that the presentation of this measure enhances an investor’s understanding of our financial performance. Adjusted EBITDA margin is calculated as adjusted EBITDA divided by total revenue. Adjusted EBITDA margin is a key metric used by management and our board of directors to assess our financial performance. We believe that adjusted EBITDA margin is an appropriate measure of operating performance because it eliminates the impact of income and expenses that do not relate to business performance, and that the presentation of this measure enhances an investor’s understanding of our financial performance. We believe that adjusted EBITDA margin is helpful in measuring profitability of operations on a consolidated level. Adjusted EBITDA and adjusted EBITDA margin have important limitations as analytical tools. For example, adjusted EBITDA and adjusted EBITDA margin: •do not reflect any cash capital expenditure requirements for the assets being depreciated and amortized that may have to be replaced in the future; •do not reflect changes in, or cash requirements for, our working capital needs; •do not reflect the impact of certain cash charges resulting from matters we consider not to be indicative of our ongoing operations; •do not reflect the interest expense or the cash requirements necessary to service interest or principal payments on our debt; •do not reflect share-based compensation expense and other non-cash charges; and •exclude certain tax payments that may represent a reduction in cash available to us. 43 We define adjusted net income as net income (loss) attributable to Baldwin adjusted for depreciation, amortization, change in fair value of contingent consideration and certain items of income and expense, including share-based compensation expense, transaction-related partnership and integration expenses, transformation costs, severance, and certain non-recurring costs that, in the opinion of management, significantly affect the period-over-period assessment of operating results, and the related tax effect of those adjustments. We believe that adjusted net income is an appropriate measure of operating performance because it eliminates the impact of income and expenses that do not relate to business performance. Adjusted diluted EPS measures our per share earnings excluding certain items of income and expense as discussed above for adjusted net income and assuming all shares of Class B common stock were exchanged for Class A common stock on a one-for-one basis. Adjusted diluted EPS is calculated as adjusted net income divided by adjusted diluted weighted-average shares outstanding. We believe adjusted diluted EPS is useful to investors because it enables them to better evaluate per share operating performance across reporting periods. Organic Revenue and Organic Revenue Growth The following table reconciles organic revenue and organic revenue growth to commissions and fees, which we consider to be the most directly comparable GAAP financial measure: For the Three Months Ended June 30, For the Six Months Ended June 30, (in thousands, except percentages) 2026 2025 2026 2025 Commissions and fees $ 488,789 $ 376,249 $ 1,017,650 $ 786,780 Partnership commissions and fees(1) (106,755) (1,980) (218,240) (1,980) Organic revenue $ 382,034 $ 374,269 $ 799,410 $ 784,800 Organic revenue growth(2) $ 5,697 $ 37,973 $ 12,630 $ 76,192 Organic revenue growth %(2) 2 % 11 % 2 % 11 % __________ (1) Includes the first 12 months of such commissions and fees generated from newly acquired partners. (2) Organic revenue for the three and six months ended June 30, 2025 used to calculate organic revenue growth for the three and six months ended June 30, 2026 was $376.3 million and $786.8 million, respectively, which is adjusted to exclude commissions and fees from divestitures that occurred during 2025. 44 Adjusted EBITDA and Adjusted EBITDA Margin The following table reconciles adjusted EBITDA and adjusted EBITDA margin to net income (loss), which we consider to be the most directly comparable GAAP financial measure: For the Three Months Ended June 30, For the Six Months Ended June 30, (in thousands, except percentages) 2026 2025 2026 2025 Revenues $ 492,939 $ 378,811 $ 1,025,174 $ 792,216 Net income (loss) $ (55,981) $ (5,141) $ (57,877) $ 19,757 Adjustments to net income (loss): Amortization expense 56,027 26,010 111,074 51,892 Interest expense, net(1) 46,140 31,320 85,347 61,296 Share-based compensation 20,701 16,952 33,519 29,755 Transaction-related partnership and integration expenses 14,695 3,985 22,868 5,518 Transaction closing costs — — 17,668 — Change in fair value of contingent consideration 12,303 (1,957) 14,272 6,104 Income and other taxes(2) 1,084 1,348 (13,064) 2,819 Transformation costs(3) 6,441 227 9,500 772 Loss on extinguishment and modification of debt 129 — 7,538 2,394 Severance 3,874 1,618 5,689 2,825 Depreciation expense 2,773 1,642 4,804 3,225 Colleague earnout incentives — 1,490 — (1,779) Impairment of right-of-use assets — 1,188 — 1,188 Loss (gain) on divestitures — 1,111 — (290) Other(4) 8,554 5,719 12,650 13,831 Adjusted EBITDA $ 116,740 $ 85,512 $ 253,988 $ 199,307 Net income (loss) margin (11) % (1) % (6) % 2 % Adjusted EBITDA margin 24 % 23 % 25 % 25 % __________ (1) Interest expense, net does not include interest income on surplus notes. (2) Income and other taxes include income tax expense/benefit, Tax Receivable Agreement expense and other operating tax expense, such as state taxes, under GAAP. (3) Transformation costs represent certain non-recurring colleague compensation and technology-related expenses related to our $3B/30 Catalyst Program, which is designed to accelerate the infusion of automation, business process optimization and artificial intelligence to transform and elevate our workforce and unlock new avenues for growth. (4) Other addbacks to adjusted EBITDA include certain income and expenses that are considered to be non-recurring or non-operational, including certain recruiting costs, professional fees, litigation costs and bonuses. 45 Adjusted Net Income and Adjusted Diluted EPS The following table reconciles adjusted net income to net income (loss) attributable to Baldwin and reconciles adjusted diluted EPS to diluted earnings (loss) per share, which we consider to be the most directly comparable GAAP financial measures: For the Three Months Ended June 30, For the Six Months Ended June 30, (in thousands, except per share data) 2026 2025 2026 2025 Net income (loss) attributable to Baldwin $ (38,995) $ (3,164) $ (36,654) $ 10,775 Net income (loss) attributable to noncontrolling interests (16,986) (1,977) (21,223) 8,982 Amortization expense 56,027 26,010 111,074 51,892 Share-based compensation 20,701 16,952 33,519 29,755 Transaction-related partnership and integration expenses 14,695 3,985 22,868 5,518 Transaction closing costs — — 17,668 — Change in fair value of contingent consideration 12,303 (1,957) 14,272 6,104 Income tax expense(1) 84 685 (14,110) 1,885 Transformation costs(2) 6,441 227 9,500 772 Loss on extinguishment and modification of debt 129 — 7,538 2,394 Other amortization/accretion, net 6,406 1,421 7,509 2,843 Severance 3,874 1,618 5,689 2,825 Depreciation 2,773 1,642 4,804 3,225 Colleague earnout incentives — 1,490 — (1,779) Impairment of right-of-use assets — 1,188 — 1,188 Loss (gain) on divestitures — 1,111 — (290) Other(3) 8,554 5,719 12,650 13,831 Adjusted pre-tax income 76,006 54,950 175,104 139,920 Adjusted income taxes(4) 7,524 5,440 17,335 13,852 Adjusted net income $ 68,482 $ 49,510 $ 157,769 $ 126,068 Weighted-average shares of Class A common stock outstanding - diluted 92,761 68,010 93,278 70,393 Dilutive weighted-average shares of Class A common stock 4,189 3,436 3,614 — Exchange of Class B common stock(5) 44,373 47,717 45,163 48,377 Adjusted diluted weighted-average shares outstanding 141,323 119,163 142,055 118,770 Diluted earnings (loss) per share $ (0.42) $ (0.05) $ (0.39) $ 0.15 Effect of exchange of Class B common stock and net income (loss) attributable to noncontrolling interests per share 0.02 0.01 (0.02) 0.02 Other adjustments to earnings (loss) per share 0.93 0.51 1.64 1.01 Adjusted income taxes per share (0.05) (0.05) (0.12) (0.12) Adjusted diluted EPS $ 0.48 $ 0.42 $ 1.11 $ 1.06 ___________ (1) Income tax expense includes income tax expense/benefit and Tax Receivable Agreement expense. (2) Transformation costs represent certain non-recurring colleague compensation and technology-related expenses related to our $3B/30 Catalyst Program, which is designed to accelerate the infusion of automation, business process optimization and artificial intelligence to transform and elevate our workforce and unlock new avenues for growth. (3) Other addbacks to adjusted net income include certain income and expenses that are considered to be non-recurring or non-operational, including certain recruiting costs, professional fees, litigation costs and bonuses. (4) Represents corporate income taxes at an assumed effective tax rate of 9.9% applied to adjusted pre-tax income. (5) Assumes the full exchange of Class B common stock for Class A common stock pursuant to the Amended LLC Agreement. 46 INSURANCE ADVISORY SOLUTIONS OPERATING GROUP RESULTS IAS provides expertly-designed commercial risk management, employee benefits and private risk management solutions for businesses and high-net-worth individuals, as well as their families, through our national footprint, which has assimilated some of the highest quality independent insurance brokers in the country with vast and varied strategic capabilities and expertise. IAS results of operations for the three and six months ended June 30, 2026 include the results of the CAC Group and Capstone partnerships. For the Three Months Ended June 30, Variance For the Six Months Ended June 30, Variance (in thousands, except percentages) 2026 2025 Amount % 2026 2025 Amount % Revenues: Core commissions and fees $ 251,782 $ 165,673 $ 86,109 52 % $ 559,884 $ 374,588 $ 185,296 49 % Profit-sharing and other income 21,102 16,680 4,422 27 % 42,648 34,414 8,234 24 % Commissions and fees 272,884 182,353 90,531 50 % 602,532 409,002 193,530 47 % Investment income 2,459 912 1,547 170 % 4,007 1,936 2,071 107 % Total revenues 275,343 183,265 92,078 50 % 606,539 410,938 195,601 48 % Operating expenses: Colleague compensation and benefits 190,144 127,290 62,854 49 % 402,068 264,242 137,826 52 % Outside commissions 3,953 2,800 1,153 41 % 8,629 6,438 2,191 34 % Other operating expenses 40,107 21,211 18,896 89 % 80,029 42,055 37,974 90 % Amortization expense 31,661 13,196 18,465 140 % 63,203 26,759 36,444 136 % Change in fair value of contingent consideration 5,105 (468) 5,573 n/m 5,403 6,670 (1,267) (19) % Depreciation expense 1,285 323 962 n/m 1,998 626 1,372 219 % Total operating expenses 272,255 164,352 107,903 66 % 561,330 346,790 214,540 62 % Operating income 3,088 18,913 (15,825) (84) % 45,209 64,148 (18,939) (30) % Total other income (expense), net (4,282) (1,119) (3,163) n/m (4,122) 731 (4,853) n/m Income (loss) before income taxes and share of net earnings of equity method investment $ (1,194) $ 17,794 $ (18,988) (107) % $ 41,087 $ 64,879 $ (23,792) (37) % __________ n/m not meaningful Commissions and Fees IAS generates (i) commissions for placing insurance policies on behalf of its insurance company partners; (ii) profit-sharing income based on either the underlying book of business or performance, such as loss ratios; and (iii) fees from consulting and service fee arrangements, which are in place with certain clients for a negotiated fee. IAS commissions and fees increased $90.5 million, or 50%, for the quarter ended June 30, 2026 compared to the same period of 2025, primarily due to the partnership contribution of $94.1 million. Organic growth was pressured by a 240 bps headwind in underlying rate and exposure during the current period resulting from continued rate softness, notably in commercial property lines. Core commissions and fees benefited from 19% sales velocity (new business as a percentage of prior year commissions and fees) for legacy Baldwin, which compared to 22% in the prior-year period. Combined sales velocity including the 2026 partnerships was 30% for the second quarter of 2026. 47 IAS commissions and fees increased $193.5 million, or 47%, for the year-to-date period ended June 30, 2026 compared to the same period of 2025, primarily due to the partnership contribution of $188.9 million. Growth in our core commissions and fees was driven by 16% sales velocity for legacy Baldwin compared to 18% in the prior-year period. Combined sales velocity including the 2026 partnerships was 27% for the current year-to-date period. Organic growth was pressured by a 150 bps headwind in underlying rate and exposure during the current period resulting from continued rate softness, notably in commercial property lines. Colleague Compensation and Benefits Colleague compensation and benefits expense for IAS increased $62.9 million for the quarter ended June 30, 2026 compared to the same period of 2025, primarily due to partnership activity, which contributed $64.1 million to the increase in colleague compensation and benefits. After excluding partnership activity, colleague compensation and benefits expense decreased $1.3 million driven by lower temporary help and performance bonuses, offset in part by elevated health plan costs and higher severance. Colleague compensation and benefits expense for IAS increased $137.8 million for the year-to-date period ended June 30, 2026 compared to the same period of 2025, primarily due to partnership activity, which contributed $126.4 million to the increase in colleague compensation and benefits. After excluding partnership activity, colleague compensation and benefits expense increased $11.5 million, primarily due to higher inside advisor commissions of $4.4 million and colleague compensation of $3.0 million driven by growth, elevated health plan costs of $4.2 million, and higher severance of $1.5 million, offset in part by lower temporary help and performance bonuses of $3.0 million. Other Operating Expenses Other operating expenses for IAS increased $18.9 million for the quarter ended June 30, 2026 compared to the same period of 2025, primarily due to partnership activity, which contributed $14.6 million to the increase in other operating expenses. After excluding partnership activity, other operating expenses increased $4.3 million, primarily due to higher professional fees of $3.2 million from increased legal spend and higher technology and software-related costs of $1.2 million. Other operating expenses for IAS increased $38.0 million for the year-to-date period ended June 30, 2026 compared to the same period of 2025, primarily due to partnership activity, which contributed $28.4 million to the increase in other operating expenses. After excluding partnership activity, other operating expenses increased $9.6 million, primarily due to higher professional fees of $6.5 million from increased legal spend and higher technology and software-related costs of $3.5 million. Amortization Expense Amortization expense for IAS increased $18.5 million and $36.4 million for the quarter and year-to-date periods ended June 30, 2026 compared to the same periods of 2025, respectively, primarily due to the impact of intangible assets recognized in connection with partnership activity in the first quarter of 2026. Change in Fair Value of Contingent Consideration The change in fair value of contingent consideration for IAS was a $5.1 million loss for the quarter ended June 30, 2026 compared to a $0.5 million gain for the same period of 2025, and a $5.4 million loss for the year-to-date period ended June 30, 2026 compared to a $6.7 million loss for the same period of 2025. The fair value losses for the quarter and year-to-date periods of 2026 reflect improved projected operating performance for certain acquired businesses, which increased the estimated earnout obligations, in addition to accretion of certain contingent earnout obligations approaching their respective measurement dates. UNDERWRITING, CAPACITY & TECHNOLOGY SOLUTIONS OPERATING GROUP RESULTS UCTS consists of three distinct divisions—MSI, our Capacity Solutions group (which includes our reinsurance brokerage business, Juniper Re; our reinsurance MGA business, MultiStrat; and our captive management business), and the Captive business. Through MSI, we manufacture proprietary, technology-enabled insurance products with a focus on sheltered channels where our products deliver speed, ease of use and certainty of execution, an example of which is our national embedded renters insurance product sold at point of lease via integrations with property management software providers. Our MGA product suite is now comprised of more than 20 products across personal, commercial and professional lines. 48 UCTS results of operations for the three and six months ended June 30, 2026 include the results of the Obie partnership. For the Three Months Ended June 30, Variance For the Six Months Ended June 30, Variance (in thousands, except percentages) 2026 2025 Amount % 2026 2025 Amount % Revenues: Core commissions and fees $ 153,372 $ 143,614 $ 9,758 7 % $ 284,183 $ 262,429 $ 21,754 8 % Profit-sharing and other income 5,450 2,761 2,689 97 % 8,248 8,082 166 2 % Commissions and fees 158,822 146,375 12,447 9 % 292,431 270,511 21,920 8 % Investment income 1,425 1,135 290 26 % 2,759 2,173 586 27 % Total revenues 160,247 147,510 12,737 9 % 295,190 272,684 22,506 8 % Operating expenses: Colleague compensation and benefits 34,810 30,338 4,472 15 % 69,050 55,347 13,703 25 % Outside commissions 66,551 70,716 (4,165) (6) % 124,311 131,879 (7,568) (6) % Other operating expenses 32,975 15,694 17,281 110 % 62,676 31,848 30,828 97 % Amortization expense 10,627 4,943 5,684 115 % 20,694 9,430 11,264 119 % Change in fair value of contingent consideration 5,446 (1,554) 7,000 n/m 6,880 (845) 7,725 n/m Depreciation expense 194 159 35 22 % 363 313 50 16 % Total operating expenses 150,603 120,296 30,307 25 % 283,974 227,972 56,002 25 % Operating income 9,644 27,214 (17,570) (65) % 11,216 44,712 (33,496) (75) % Total other expense, net (3,615) (99) (3,516) n/m (3,192) (233) (2,959) n/m Income before income taxes and share of net earnings of equity method investment $ 6,029 $ 27,115 $ (21,086) (78) % $ 8,024 $ 44,479 $ (36,455) (82) % __________ n/m not meaningful Commissions and Fees UCTS generates (i) commissions for underwriting and placing insurance policies and/or treaties on behalf of its insurance company partners and reinsurance company partners; (ii) policy fee and installment fee revenue for acting in the capacity of an MGA and fulfilling certain administrative functions on behalf of insurance or reinsurance company partners, including delivery of policy documents, processing payments and other administrative functions; (iii) profit-sharing income, generally based on the profitability of the underlying book of business of the policies it generates on behalf of its insurance company partners and reinsurance company partners; (iv) fees from service fee arrangements, which are in place with certain clients for a negotiated fee; and (v) assumed premium earned in the Captive business. UCTS commissions and fees increased $12.4 million, or 9%, for the quarter ended June 30, 2026 compared to the same period of 2025, primarily due to total growth in core commissions and fees of $9.8 million, which includes the partnership contribution of $5.7 million. Organic growth in core commissions and fees includes $9.8 million from the Captive, offset in part by a $4.5 million reduction in our Capacity Solutions group and a $0.6 million reduction in MSI. In addition, profit sharing and other increased $2.7 million year over year. UCTS commissions and fees increased $21.9 million, or 8%, for the year-to-date period ended June 30, 2026 compared to the same period of 2025, primarily due to total growth in core commissions and fees of $21.8 million, which includes the partnership contribution of $14.5 million. Organic growth in core commissions and fees includes $19.7 million from the Captive, offset in part by a $6.3 million reduction in MSI primarily driven by weakness in our E&S home programs as a result of the current property rate environment, and a $3.1 million reduction in our Capacity Solutions group. 49 Colleague Compensation and Benefits Colleague compensation and benefits expense for UCTS increased $4.5 million for the quarter ended June 30, 2026 compared to the same period of 2025, primarily due to partnership activity, which contributed $4.6 million to the increase in colleague compensation and benefits. After excluding partnership activity, colleague compensation and benefits decreased $0.1 million, driven by lower temporary help, offset in part by higher colleague compensation relating to growth in UCTS and elevated health plan costs. Colleague compensation and benefits expense for UCTS increased $13.7 million for the year-to-date period ended June 30, 2026 compared to the same period of 2025, primarily due to partnership activity, which contributed $11.2 million to the increase in colleague compensation and benefits. After excluding partnership activity, colleague compensation and benefits increased $2.5 million, driven by higher colleague compensation of $4.3 million relating to growth in UCTS and elevated health plan costs of $1.3 million, offset in part by lower temporary help of $2.6 million. Outside Commissions Outside commissions for UCTS decreased $4.2 million and $7.6 million for the quarter and year-to-date periods ended June 30, 2026 compared to the same periods of 2025, respectively. Partnership activity contributed $4.4 million and $8.6 million to outside commissions for the quarter and year-to-date periods, respectively. After excluding partnership activity, outside commissions decreased $8.6 million and $16.2 million for the quarter and year-to-date periods, respectively. Outside commissions fluctuated at a lower rate than core commissions and fees reflecting continued benefits from scale, a shift in product mix, and increased contributions from the Capacity Solutions group (which generally does not have significant outside commissions). Other Operating Expenses Other operating expenses for UCTS increased $17.3 million for the quarter ended June 30, 2026 compared to the same period of 2025. Partnership activity contributed $1.7 million to the increase in other operating expenses. After excluding partnership activity, other operating expenses increased $15.6 million, driven primarily by higher Captive‑related operating expenses of $7.6 million, professional fees of $3.1 million from increased legal spend, and technology and software-related costs of $2.6 million. Other operating expenses for UCTS increased $30.8 million for the year-to-date period ended June 30, 2026 compared to the same period of 2025. Partnership activity contributed $4.2 million to the increase in other operating expenses. After excluding partnership activity, other operating expenses increased $26.6 million, driven primarily by higher Captive‑related operating expenses of $16.5 million, professional fees of $5.0 million from increased legal spend, and technology and software-related costs of $3.8 million. Amortization Expense Amortization expense for UCTS increased $5.7 million and $11.3 million for the quarter and year-to-date periods ended June 30, 2026 compared to the same periods of 2025, respectively, primarily due to the impact of intangible assets recognized in connection with partnership activity in the first quarter of 2026, as well as higher amortization of internally developed software placed in service over the past year. Change in Fair Value of Contingent Consideration The change in fair value of contingent consideration for UCTS was a $5.4 million loss for the quarter ended June 30, 2026 compared to a $1.6 million gain for the same period of 2025, and a $6.9 million loss for the year-to-date period ended June 30, 2026 compared to a $0.8 million gain for the same period of 2025. The fair value losses for the quarter and year-to-date periods of 2026 reflect improved projected operating performance for certain acquired businesses, which increased the estimated earnout obligations. 50 MAINSTREET INSURANCE SOLUTIONS OPERATING GROUP RESULTS MIS offers personal insurance, commercial insurance, and life and health solutions to individuals and businesses in their communities, with a focus on accessing clients via sheltered distribution channels, which include, but are not limited to, new home builders, realtors, mortgage originators/lenders, master planned communities, and various other community centers of influence. MIS also offers consultation for government assistance programs and solutions, including traditional Medicare, Medicare Advantage and Affordable Care Act, to seniors and eligible individuals through a network of primarily independent contractor agents. For the Three Months Ended June 30, Variance For the Six Months Ended June 30, Variance (in thousands, except percentages) 2026 2025 Amount % 2026 2025 Amount % Revenues: Core commissions and fees $ 67,326 $ 61,309 $ 6,017 10 % $ 143,190 $ 132,959 $ 10,231 8 % Profit-sharing and other income 7,980 5,199 2,781 53 % 13,743 11,360 2,383 21 % Commissions and fees 75,306 66,508 8,798 13 % 156,933 144,319 12,614 9 % Investment income 21 56 (35) — % 52 114 (62) (54) % Total revenues 75,327 66,564 8,763 13 % 156,985 144,433 12,552 9 % Operating expenses: Colleague compensation and benefits 28,255 25,850 2,405 9 % 56,875 51,874 5,001 10 % Outside commissions 19,517 19,057 460 2 % 39,783 38,144 1,639 4 % Other operating expenses 8,873 9,793 (920) (9) % 17,772 19,343 (1,571) (8) % Amortization expense 12,927 7,406 5,521 75 % 25,601 14,780 10,821 73 % Change in fair value of contingent consideration 1,752 65 1,687 n/m 1,989 279 1,710 n/m Depreciation expense 243 177 66 37 % 449 359 90 25 % Total operating expenses 71,567 62,348 9,219 15 % 142,469 124,779 17,690 14 % Operating income 3,760 4,216 (456) (11) % 14,516 19,654 (5,138) (26) % Total other income (expense), net 4 8 (4) (50) % 70 (496) 566 (114) % Income before income taxes and share of net earnings of equity method investment $ 3,764 $ 4,224 $ (460) (11) % $ 14,586 $ 19,158 $ (4,572) (24) % __________ n/m not meaningful Commissions and Fees MIS generates (i) commissions for placing insurance policies on behalf of its insurance company partners; (ii) profit-sharing income based on either the underlying book of business or performance, such as loss ratios; and (iii) commissions and fees in the form of marketing income, which is earned through co-branded marketing campaigns with our insurance company partners. MIS commissions and fees increased $8.8 million, or 13%, for the quarter ended June 30, 2026 compared to the same period of 2025. MIS core commissions and fees increased $6.0 million in total resulting from the recently acquired Hippo’s Homebuilder Distribution Network (accounting for $6.4 million of the increase in core commissions and fees), our Westwood business (accounting for $0.9 million of the increase in core commissions and fees) and our Mainstreet business (accounting for $0.5 million of the increase in core commissions and fees), partially offset by lower core commissions and fees from our Medicare business of $1.8 million. The Medicare business has been significantly disrupted by government funding rates associated with Medicare Advantage products, which has caused elevated churn. In addition, profit-sharing and other increased $2.8 million. 51 MIS commissions and fees increased $12.6 million, or 9%, for the year-to-date period ended June 30, 2026 compared to the same period of 2025. MIS core commissions and fees increased $10.2 million in total resulting from the recently acquired Hippo’s Homebuilder Distribution Network (accounting for $14.0 million of the increase in core commissions and fees) and our Mainstreet business (accounting for $1.5 million of the increase in core commissions and fees), partially offset by lower core commissions and fees from our Medicare business of $5.2 million and Westwood business of $0.1 million. The Medicare business has been significantly disrupted by government funding rates associated with Medicare Advantage products, which has caused elevated churn. In addition, profit-sharing and other increased $2.4 million. Effective May 1, 2025, we are receiving reduced commissions from QBE Insurance Corporation and its affiliates on the portion of our builder-sourced homeowners book of business we are rolling into the Reciprocal; a temporary headwind that has persisted through the first half of 2026 expected to reverse into a tailwind during the latter half of the year. Colleague Compensation and Benefits Colleague compensation and benefits expense for MIS increased $2.4 million for the quarter ended June 30, 2026 compared to the same period of 2025. Partnership activity contributed $1.1 million to the increase in colleague compensation and benefits. After excluding partnership activity, colleague compensation and benefits increased $1.3 million primarily due to elevated health plan costs and higher severance. Colleague compensation and benefits expense for MIS increased $5.0 million for the year-to-date period ended June 30, 2026 compared to the same period of 2025. Partnership activity contributed $2.3 million to the increase in colleague compensation and benefits. After excluding partnership activity, colleague compensation and benefits increased $2.7 million primarily due to elevated health plan costs and higher severance. Amortization Expense MIS amortization expense increased $5.5 million and $10.8 million for the quarter and year-to-date periods ended June 30, 2026 compared to the same periods of 2025, respectively, primarily due to the impact of intangible assets recognized in connection with partnership activity completed during the third quarter of 2025, as well as higher amortization of internally developed software placed into service over the past year. 52 CORPORATE AND OTHER RESULTS For the Three Months Ended June 30, Variance For the Six Months Ended June 30, Variance (in thousands, except percentages) 2026 2025 Amount % 2026 2025 Amount % Revenues: Commissions and fees $ (18,223) $ (18,987) $ 764 (4) % $ (34,246) $ (37,052) $ 2,806 (8) % Investment income 245 459 (214) (47) % 706 1,213 (507) (42) % Total revenues (17,978) (18,528) 550 (3) % (33,540) (35,839) 2,299 (6) % Operating expenses: Colleague compensation and benefits 11,114 11,993 (879) (7) % 19,942 22,028 (2,086) (9) % Outside commissions (18,223) (18,987) 764 (4) % (34,246) (37,052) 2,806 (8) % Other operating expenses 12,103 9,421 2,682 28 % 157,744 20,892 136,852 n/m Amortization expense 812 465 347 75 % 1,576 923 653 71 % Depreciation expense 1,051 983 68 7 % 1,994 1,927 67 3 % Total operating expenses 6,857 3,875 2,982 77 % 147,010 8,718 138,292 n/m Operating loss (24,835) (22,403) (2,432) 11 % (180,550) (44,557) (135,993) n/m Other income (expense): Interest expense, net (40,224) (31,187) (9,037) 29 % (79,168) (61,044) (18,124) 30 % Loss on divestitures — (1,611) 1,611 (100) % — (1,611) 1,611 (100) % Loss on extinguishment and modification of debt (129) — (129) — % (7,538) (2,394) (5,144) 215 % Other income, net 28 1,612 (1,584) (98) % 70 1,532 (1,462) (95) % Total other expense, net (40,325) (31,186) (9,139) 29 % (86,636) (63,517) (23,119) 36 % Loss before income taxes and share of net earnings of equity method investment $ (65,160) $ (53,589) $ (11,571) 22 % $ (267,186) $ (108,074) $ (159,112) 147 % __________ n/m not meaningful Commissions and Fees Corporate and Other reflects the elimination of intercompany commission revenue from the operating groups. During the quarter and year-to-date periods ended June 30, 2026, IAS recorded commission revenue shared with other operating groups of $0.2 million and $0.4 million, respectively, and UCTS recorded commission revenue shared with other operating groups of $18.0 million and $33.8 million, respectively. Colleague Compensation and Benefits Colleague compensation and benefits expense in Corporate and Other decreased $0.9 million and $2.1 million for the quarter and year-to-date periods ended June 30, 2026 compared to the same periods of 2025, respectively, driven by lower colleague compensation, offset in part by elevated health plan costs. Outside Commissions Outside commissions for Corporate and Other results from the elimination of intercompany commission expense from the operating groups. Other Operating Expenses Other operating expenses in Corporate and Other increased $2.7 million for the quarter ended June 30, 2026 compared to the same period of 2025, driven primarily by higher professional fees of $3.7 million from increased legal spend, offset in part by lower technology and software-related costs of $0.5 million and rent of $0.3 million. 53 Other operating expenses in Corporate and Other increased $136.9 million for the year-to-date period ended June 30, 2026 compared to the same period of 2025, driven by $128.8 million of additional Tax Receivable Agreement expense and $7.7 million of transaction-related insurance premiums incurred in connection with the CAC Group partnership. The increase in Tax Receivable Agreement expense relates to the recognition of a liability associated with expected future payments under the agreement. Historically, such amounts were not recorded as we did not expect to realize sufficient cash tax benefits. During the period, changes in our tax profile, including the recognition of deferred tax liabilities, resulted in management concluding that a significant portion of the tax benefits associated with prior exchanges is expected to be realized. Accordingly, we recorded a liability representing our estimated obligation to share such realized tax benefits with Baldwin Holdings’ LLC Members. This amount was recorded to other operating expense as it reflects the recognition of previously unrecorded obligations, while future amounts arising from new redemptions or exchanges will be recorded through stockholders’ equity and subsequent changes in any of our estimates after the date of the redemption or exchange, as well as any interest accrued on the Tax Receivable Agreement between our annual tax filing date and the Tax Receivable Agreement payment date, will be recognized in the condensed consolidated statements of comprehensive income (loss). Interest Expense, Net Interest expense, net, in Corporate and Other increased $9.0 million and $18.1 million for the quarter and year-to-date periods ended June 30, 2026 compared to the same periods of 2025, respectively, resulting from higher average borrowings, offset in part by a lower average interest rate. We expect interest expense to grow in the near term on a year-over-year basis due to higher borrowings under the JPM Credit Facility to fund partnership opportunities and the settlement of deferred payment obligations, offset slightly by lower expected interest rates. Loss on Extinguishment and Modification of Debt Loss on extinguishment and modification of debt in Corporate and Other of $7.5 million for the first half of 2026 and $2.4 million for the first half of 2025 related to debt refinancing transactions completed during the respective periods. LIQUIDITY AND CAPITAL RESOURCES Our primary liquidity needs for the foreseeable future will include cash to (i) provide capital to facilitate the organic growth of our business and to fund future partnerships, (ii) pay operating expenses, including cash compensation to our colleagues and expenses related to being a public company, (iii) make payments under the Tax Receivable Agreement, (iv) pay interest and principal due on borrowings under the JPM Credit Facility and the Senior Secured Notes, (v) pay contingent earnout liabilities and deferred payment obligations, (vi) pay income taxes, and (vii) fund potential investments in third party businesses that support the growth of our business, which may include sponsorship of, and a minority, noncontrolling interest in, other investment funds, the purpose of which may include facilitating the establishment of additional and alternative capacity that supports the growth of our MSI business. We have historically financed our operations and funded our debt service through the sale of our insurance products and services, and we have financed significant cash needs to fund growth through the acquisition of partners through debt and equity financing. As of June 30, 2026, the JPM Credit Agreement provides for senior secured credit facilities in an aggregate principal amount of $2.2 billion, which consists of (i) the Term Loans in the principal amount of $1.6 billion, bearing interest at a rate of term SOFR, plus an applicable margin of 250 bps, maturing May 24, 2031 and (ii) the Revolving Facility with commitments in an aggregate principal amount of $600 million, bearing interest at SOFR plus 185 bps to SOFR plus 260 bps based on total net leverage ratio, maturing May 24, 2029. As of June 30, 2026, we had $302.0 million outstanding under our Revolving Facility and $38.6 million of undrawn letters of credit issued thereunder. As of June 30, 2026, Baldwin Holdings also had outstanding $600 million aggregate principal amount of 7.125% Senior Secured Notes due May 15, 2031. Refer to Note 10 to our consolidated financial statements included in Part I, Item 1. Financial Statements of this report for more information relating to the terms of the Senior Secured Notes and the JPM Credit Facility. We utilize a floating-to-fixed interest rate swap agreement to mitigate our exposure to variability in cash flows due to changes in interest rates on our floating-rate debt. The interest rate swap agreement has a notional amount of $500 million, which exchanges the variable rate of the Term Loans, which are indexed to 1-month term SOFR, for a fixed rate of 3.244%. Interest payments are made monthly, beginning October 14, 2025, and continuing through the termination date of September 14, 2028. The objective of the swap, for which we elected hedge accounting, is to manage our exposure to interest rate risk by converting a portion of the floating rate cash flows of the Term Loans into fixed rate payments. 54 In the near term, we intend to fund our earnout obligations with cash and cash equivalents, including unused proceeds from the issuance of the Incremental Term Loans, cash flow from operations and available borrowings under the Revolving Facility. From time to time, we will consider raising additional debt or equity financing if and as necessary to support our growth, including in connection with the exploration of partnership opportunities or to refinance existing obligations on an opportunistic basis. In addition, we continue to evaluate our capital structure and current market conditions related to our capital structure. In addition to exploring partnership or refinancing opportunities, our Board of Directors has authorized the repurchase of up to $250 million of our outstanding common stock, pursuant to which we have been opportunistically repurchasing our common stock in open market or privately negotiated transactions. We have broad discretion over the deployment of our capital and these initiatives may not be successful or could limit our liquidity otherwise available. As of June 30, 2026, our cash and cash equivalents were $184.5 million and we had $259.4 million of available borrowing capacity on the Revolving Facility. We believe that our cash and cash equivalents, cash flow from operations and available borrowings will be sufficient to fund our working capital and meet our commitments for the next 12 months and beyond. Contractual Obligations and Commitments The following table represents our contractual obligations and commitments, aggregated by type, at June 30, 2026: Payments Due by Period (in thousands) Total Less than 1 year 1-3 years 3-5 years More than 5 years Operating leases(1) $ 111,701 $ 26,557 $ 45,669 $ 23,578 $ 15,897 Debt obligations payable(2) 3,230,978 174,743 646,857 2,409,378 — Undiscounted estimated contingent earnout obligation(3) 410,547 131,069 252,370 24,336 2,772 Deferred payments 192,500 40,833 151,667 — — USF Grant 2,496 864 1,632 — — Total $ 3,948,222 $ 374,066 $ 1,098,195 $ 2,457,292 $ 18,669 __________ (1) Represents noncancelable operating leases for our facilities. Operating lease expense was $12.4 million and $10.6 million for the six months ended June 30, 2026 and 2025, respectively. (2) Represents scheduled debt obligations and estimated interest payments for our Senior Secured Notes, Term Loans and the Revolving Facility. (3) Represents the total expected future payments to be made to partners and colleagues for earnout-related obligations at June 30, 2026. Our contractual obligations and commitments are comprised of operating lease obligations, principal and interest payments on our borrowings under the Senior Secured Notes, Term Loans and Revolving Facility, estimated payments of contingent earnout liabilities, deferred payment obligations, and our commitment to the University of South Florida (“USF”). Our operating lease obligations represent noncancelable agreements for our corporate headquarters and office space for our insurance brokerage business. Our operating lease agreements expire through December 2036. These obligations do not include leases with an initial term of 12 months or less, which are expensed as incurred. We may extend, terminate or otherwise modify or sub-lease facilities as needed to best suit the needs of our business. The lease term is the non-cancelable period of the lease and includes options to extend or terminate the lease when it is reasonably certain that an option will be exercised. Our debt obligations at June 30, 2026 include borrowings outstanding under the Senior Secured Notes of $600 million, the Term Loans of $1.6 billion, and the Revolving Facility of $302.0 million. Estimated interest payments for outstanding borrowings under the Senior Secured Notes, Term Loans, and Revolving Facility in the table above were calculated based on the applicable interest rates at June 30, 2026 of 7.125%, 6.13% and 6.23%, respectively, through their respective due dates of May 15, 2031, May 24, 2031 and May 24, 2029. 55 Substantially all of our partnerships and certain acquisitions of select books of business that do not constitute a complete business enterprise include contractual earnout provisions. We record an estimation of the fair value of the contingent earnout obligations at the partnership date as a component of the consideration paid. Our contingent earnout obligations are measured at fair value each reporting period based on the present value of the expected future payments to be made to partners in accordance with the provisions outlined in the respective purchase agreements. The recorded obligations are based on estimates of the partners’ future performance using financial projections for the earnout period. The aggregate estimated contingent earnout liabilities included on our condensed consolidated balance sheet of $346.8 million at June 30, 2026 includes $289.7 million that must be settled in cash and the remaining $57.1 million can be settled in cash or stock at our option. The undiscounted estimated contingent earnout obligation presented in the table above represents the total expected future payments to be made to the partners. The undiscounted estimated contingent earnout obligation of $410.5 million at June 30, 2026 includes $326.5 million that must be settled in cash and the remaining $84.0 million can be settled in cash or stock at our option. The maximum estimated exposure to the contingent earnout liabilities was $699.9 million at June 30, 2026. Our deferred payment obligations represent deferred purchase price consideration payable to partners in connection with certain of our partnerships. As of June 30, 2026, we had $192.5 million of deferred payment obligations outstanding, payable through January 2029. As of June 30, 2026, we have a remaining commitment to USF to donate $2.5 million through October 2028. The gift will provide support for the School of Risk Management and Insurance in the USF Muma College of Business. It is currently anticipated that Lowry Baldwin, our Chairman, will fund half of this commitment. Tax Receivable Agreement Baldwin is a party to the Tax Receivable Agreement with Baldwin Holdings’ LLC Members that provides for the payment by Baldwin to Baldwin Holdings’ LLC Members of 85% of the amount of cash savings, if any, in U.S. federal, state and local income tax or franchise tax that Baldwin actually realizes as a result of (i) any increase in tax basis in Baldwin Holdings’ assets resulting from (a) previous acquisitions by Baldwin of LLC Units from Baldwin Holdings’ LLC Members, (b) the acquisition of LLC Units from Baldwin Holdings’ LLC Members using the net proceeds from any future offering, (c) redemptions or exchanges by Baldwin Holdings’ LLC Members of LLC Units and the corresponding number of shares of Class B common stock for shares of Class A common stock or cash or (d) payments under the Tax Receivable Agreement, and (ii) tax benefits related to imputed interest resulting from payments made under the Tax Receivable Agreement. Due to the uncertainty of various factors, we cannot precisely quantify the likely tax benefits we will realize as a result of the LLC Unit exchanges and the resulting amounts we are likely to pay out to current and certain former Baldwin Holdings’ LLC Members pursuant to the Tax Receivable Agreement; however, we estimate that such tax benefits and the related Tax Receivable Agreement payments may be substantial. The estimate of the Tax Receivable Agreement liability recorded assumes no changes in the relevant tax law and that we earn sufficient taxable income to realize all cash tax savings that are subject to the Tax Receivable Agreement. We have recognized a Tax Receivable Agreement liability of $144.6 million on the condensed consolidated balance sheet as of June 30, 2026 based on the undiscounted estimated future payments under the Tax Receivable Agreement. We expect to fund future Tax Receivable Agreement payments with tax distributions from Baldwin Holdings that come from cash on hand and cash generated from operations. Future payments with respect to subsequent exchanges would be in addition to these amounts and are expected to be substantial. The Tax Receivable Agreement liability recorded is an estimate and the actual payments could differ materially. In the event of an early termination of the Tax Receivable Agreement, we are required to pay to each holder of the Tax Receivable Agreement an early termination payment equal to the discounted present value of all unpaid Tax Receivable Agreement payments. We have not made, and are not likely to make, an election for an early termination. 56 Sources and Uses of Cash The following table summarizes our cash flows from operating, investing and financing activities for the periods indicated: For the Six Months Ended June 30, (in thousands) 2026 2025 Variance Net cash provided by (used in) operating activities $ 39,486 $ (80,704) $ 120,190 Net cash used in investing activities (520,868) (46,201) (474,667) Net cash provided by financing activities 745,173 197,838 547,335 Net increase in cash and cash equivalents and fiduciary cash 263,791 70,933 192,858 Cash and cash equivalents and fiduciary cash at beginning of period 346,897 312,769 34,128 Cash and cash equivalents and fiduciary cash at end of period $ 610,688 $ 383,702 $ 226,986 Operating Activities The primary sources and uses of cash for operating activities are net income (loss) adjusted for non-cash items and changes in assets and liabilities, or operating working capital, and payment of contingent earnout consideration. Net cash provided by operating activities increased $120.2 million year over year, primarily as a result of a decrease in payments of contingent earnout consideration in excess of purchase price accrual of $78.4 million, positive contribution from partnerships, and improved cash flow conversion driven largely from improved working capital management. Investing Activities The primary sources and uses of cash for investing activities relate to cash consideration paid to fund partnerships, proceeds from divested assets, and other investments to grow our business. Net cash used in investing activities increased $474.7 million year over year, driven by an increase in cash consideration paid for partnership activity of $460.8 million. Financing Activities The primary sources and uses of cash for financing activities relate to the issuance and repurchase of our Class A common stock; debt servicing costs in connection with our long-term debt and revolving line of credit; payment of contingent earnout consideration; and other equity transactions. Net cash provided by financing activities increased $547.3 million year over year, driven by an increase in net proceeds from borrowings on our credit facilities of $573.1 million, primarily resulting from refinancing our Term Loans and additional borrowings made on the Revolving Facility to fund partnerships during 2026, a decrease in earnout payments of $64.3 million, and an increase in the change in fiduciary receivables and liabilities of $43.7 million, partially offset by a decrease in cash of $126.8 million related to repurchases of our common stock. CRITICAL ACCOUNTING ESTIMATES Our consolidated financial statements are prepared in accordance with GAAP, which requires management to make estimates, judgments and assumptions that affect the reported amounts of assets and liabilities and disclosures of contingent assets and liabilities at the date of the financial statements and the reported amounts of revenues and expenses during the reporting period. Our estimates, judgments and assumptions are continually evaluated based on historical experience, known or expected trends, independent valuations and other factors we believe to be reasonable under the circumstances. As future events and their effects cannot be determined with precision, actual results could differ significantly from these estimates. Our most critical accounting policies and estimates govern the more significant judgments and estimates used in the preparation of our consolidated financial statements and could have a material impact on our financial condition or results of operations. We have added Tax Receivable Agreement liabilities as a critical accounting estimate during the six months ended June 30, 2026. In addition, we have removed the valuation allowance for deferred tax assets from our critical accounting estimates. Refer to Note 14 of Part I, Item 1. Financial Statements of this report for a discussion of the events leading to the change in our critical accounting estimates. Other than the foregoing, there have been no other material changes in our critical accounting policies during the six months ended June 30, 2026 as compared to those disclosed in the Critical Accounting Policies and Estimates section under Part II, Item 7. Management’s Discussion and Analysis of Financial Condition and Results of Operations of our Annual Report on Form 10-K for the year ended December 31, 2025. 57 Tax Receivable Agreement Liabilities We are a party to the Tax Receivable Agreement with Baldwin Holdings’ LLC Members, which provides for the payment by Baldwin to Baldwin Holdings’ LLC Members of 85% of the amount of cash savings, if any, in U.S. federal, state and local income tax or franchise tax that Baldwin actually realizes as a result of (i) an increase in the tax basis of Baldwin Holdings’ assets resulting from (a) previous acquisitions of Baldwin Holdings’ LLC Units by Baldwin, (b) the acquisition of Baldwin Holdings’ LLC Units by Baldwin using the net proceeds from any future offering, (c) redemptions or exchanges of Baldwin Holdings’ LLC Units and the corresponding number of shares of Class B common stock for shares of Class A common stock or cash, or (d) payments under the Tax Receivable Agreement, and (ii) tax benefits related to imputed interest resulting from payments made under the Tax Receivable Agreement. The cash tax savings in income tax will be computed by comparing the actual income tax liability of Baldwin (calculated with certain assumptions) to the amount of such taxes that Baldwin would have been required to pay had there been no increase to the tax basis of the assets of Baldwin Holdings as a result of the redemptions or exchanges and had Baldwin not entered into the Tax Receivable Agreement. Estimating the amount of payments that may be made under the Tax Receivable Agreement is by its nature imprecise, insofar as the calculation of amounts payable depends on a variety of factors. The actual increase in tax basis of Baldwin Holdings’ assets, as well as the amount and timing of any payments under the Tax Receivable Agreement, will vary depending on the timing of redemptions or exchanges, the price of shares of our Class A common stock at the time of the redemption or exchange, the extent to which such redemptions or exchanges are taxable, the amount and timing of our taxable income, the tax rates then applicable and the portion of our payments under the Tax Receivable Agreement constituting imputed interest. While the actual calculation of the Tax Receivable Agreement liability does not include significant judgments and uncertainties, the amount of the Tax Receivable Agreement payments and the timing of when they occur does require judgment regarding the timing and generation of future taxable income. Ultimately, the recognition of a Tax Receivable Agreement liability is dependent upon whether or not we generate sufficient taxable income to realize cash tax savings as defined by the Tax Receivable Agreement. If we do not generate sufficient taxable income in the aggregate over the term of the Tax Receivable Agreement to realize cash tax savings, then we would not be required to make the related Tax Receivable Agreement payments. Therefore, we only recognize a liability for Tax Receivable Agreement payments if we determine it is probable that we will generate sufficient future taxable income over the term of the Tax Receivable Agreement to realize cash tax savings. Projecting future taxable income is inherently uncertain and requires judgment. In projecting future taxable income, we consider our historical results and incorporate assumptions from our management’s forecasts and budgets, as well as longer-term assumptions, including revenue growth and operating margins, among other factors. During the six months ended June 30, 2026, in part due to estimated future taxable income from the deferred tax liabilities recorded as part of our acquisitions of the CAC Group and Obie, we determined that the Tax Receivable Agreement liabilities associated with tax basis increases generated to date were probable of being payable. Accordingly, we recorded Tax Receivable Agreement liabilities equal to 85% of the tax benefits expected to be realized from the redemptions. We anticipate having sufficient taxable income to be able to realize the benefits and have recorded Tax Receivable Agreement liabilities based on the undiscounted estimated future payments under the Tax Receivable Agreement of $144.6 million. RECENT ACCOUNTING PRONOUNCEMENTS Please refer to Note 1 to our condensed consolidated financial statements included in Part I, Item 1. Financial Statements of this report for a discussion of recent accounting pronouncements that may impact us.