Baldwin Insurance Group, Inc. (BWIN) — Insider Trading

AI-Powered SEC Filing Analysis

Latest Insider Trading Filed: 2026-05-08

Key Insights

Significant insider selling activity: Elizabeth Krystyn sold approximately 151,000 Class A Common Stock shares across two trusts on May 6-7, 2026 at prices ranging from $21.00-$21.50, suggesting a material reduction in her beneficial ownership.
Complex trust structures indicate estate planning or wealth management: Transactions involve two separate trusts (2017 Revocable Trust and 2019 Irrevocable Trust held by spouse), with the 2019 trust held by spouse Enrique M. Fueyo as trustee, which may indicate diversification of ownership control.
LLC Unit conversions occurring simultaneously: Krystyn converted 202,000 LLC Units in The Baldwin Insurance Group Holdings, LLC into Class A Common Stock equivalents, suggesting a restructuring of equity interests that may relate to the concurrent stock sales.
Reporting person relationship status unclear: Form indicates 'Other - Member of 10% Owner Group' rather than explicit officer/director status, though the substantial beneficial ownership (~1.2M+ Class A equivalent shares across trusts) suggests material insider status.

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Earlier Insider Trading filings

Filed: 2026-04-03

Corbyn Lichon, the Chief Accounting Officer of Baldwin Insurance Group, Inc. (BWIN), acquired 2,033 shares of Class A common stock at $0 per share, indicating a potential long-term commitment to the company.
The restricted shares acquired by Lichon vest over a 5-year period, suggesting a focus on long-term value creation for shareholders.
Insider transactions like this can signal management's confidence in the company's future prospects and align their interests with those of investors.

Filed: 2026-04-03

Insider Bradford Hale, the Chief Financial Officer, sold 9,837 shares of Class A common stock, likely to cover income tax withholding obligations.
Hale continues to hold a significant stake of 174,501 direct shares, in addition to 10,000 indirect shares held through his spouse's trust, indicating continued confidence in the company.
The sale appears to be a routine transaction for tax purposes and not indicative of any significant change in Hale's overall ownership or his view of the company's prospects.

Filed: 2026-04-03

Paul Sparks, a director of Baldwin Insurance Group, Inc., acquired 2,275 shares of Class A common stock on April 1, 2026, indicating his continued confidence in the company.
Sparks also sold 784 shares to cover income tax withholding obligations, suggesting he is actively managing his equity position in the company.
Sparks holds a significant indirect beneficial ownership of 996,706 shares through Sparks 5280VC, LLC and other entities, demonstrating his substantial investment in Baldwin Insurance Group.

Filed: 2026-04-03

Myron K. Williams, a director of Baldwin Insurance Group, Inc. (BWIN), acquired 1,221 shares of Class A common stock on April 1, 2026 at no cost, increasing his direct beneficial ownership to 13,238 shares.
The acquisition of shares by a director could indicate their confidence in the company's future prospects and may be viewed positively by investors.
Insider buying transactions are generally considered a positive signal, as directors typically have significant insights into the company's operations and growth potential.

Filed: 2026-04-03

Chris Thomas Sullivan, a director at Baldwin Insurance Group, Inc., acquired 1,221 shares of the company's Class A common stock on April 1, 2026.
This direct purchase of shares indicates Sullivan's confidence in the company's future prospects and aligns his interests with those of other shareholders.
The size of the transaction, relative to Sullivan's existing beneficial ownership of 84,475 shares, suggests this is a significant investment on his part.

Filed: 2026-04-03

Ellyn Shook, a director of Baldwin Insurance Group, Inc., acquired 1,221 shares of the company's Class A common stock on April 1, 2026, increasing her total beneficial ownership to 13,238 shares.
The transaction was an open market purchase, indicating Shook's confidence in the company's prospects.
Insider buying is often viewed as a positive signal, as it suggests the director believes the stock is undervalued and has potential for future growth.

Filed: 2026-04-03

Sunita Parasuraman, a director at Baldwin Insurance Group, Inc. (BWIN), acquired 1,221 shares of Class A common stock on April 1, 2026, increasing her direct beneficial ownership to 13,238 shares.
This direct stock acquisition by an insider suggests a positive sentiment towards the company's prospects and could signal confidence in the future direction of the business.
The relatively low transaction value of $0 per share indicates this may have been part of an equity compensation plan or incentive program, rather than an open-market purchase.

Filed: 2026-04-03

Barbara Ruth Matas, a director of Baldwin Insurance Group, Inc. (BWIN), acquired 1,221 shares of the company's Class A common stock on April 1, 2026 at a price of $0 per share.
This insider purchase transaction increases Matas's direct beneficial ownership in BWIN to 18,393 shares, which could signal her confidence in the company's future prospects.
Insider buying activity is generally viewed as a positive signal, as it suggests the director believes the stock is undervalued and has potential for future appreciation.

Filed: 2026-04-03

Sathish Muthukrishnan, a director at Baldwin Insurance Group, Inc., acquired 1,221 shares of the company's Class A common stock on April 1, 2026 at $0 per share. This direct purchase indicates his confidence in the company's prospects.
The Form 4 filing shows that Muthukrishnan's total beneficial ownership of Baldwin Insurance Group's Class A common stock has increased to 9,047 shares, suggesting he is taking a larger stake in the company.
The transaction was not reported as part of a 10b5-1 trading plan, indicating it was a discretionary purchase made by the director based on his own assessment of the company's outlook.

Filed: 2026-04-03

Joseph John Kadow, a director of Baldwin Insurance Group, Inc., acquired 1,221 shares of the company's Class A common stock on April 1, 2026.
Kadow also holds an indirect beneficial ownership of 5,000 shares through the Joseph J. Kadow Revocable Trust of 2008.
The insider buying activity suggests Kadow's confidence in the company's prospects and could signal a positive sentiment among company insiders.

Filed: 2026-04-03

Jay A. Cohen, a director of Baldwin Insurance Group, Inc. (BWIN), acquired 1,221 shares of the company's Class A common stock on April 1, 2026. This represents a direct ownership increase of 7.5% to 17,416 shares.
The acquisition was made at $0 per share, suggesting the shares were granted or awarded to Cohen, potentially as part of his director compensation.
Insider buying, especially by a director, can be seen as a positive signal about the company's prospects and management's confidence in its future performance.

Filed: 2026-03-17

Daniel Galbraith, the President of the Baldwin Insurance Group and CEO of Retail Brokerage Operations, has reported selling 958 shares of Class A common stock to cover tax withholding obligations related to the vesting of restricted stock awards.
Galbraith continues to hold a significant stake of 43,486 shares in the company, indicating his ongoing commitment as a key executive and member of the 10% owner group.
The reported transactions appear to be routine, with the shares being sold at the current market price of $21.06 per share, suggesting no significant change in Galbraith's ownership position or the company's overall financial condition.

Filed: 2026-03-17

Insider Corbyn Lichon, the Chief Accounting Officer, has disposed of a total of 389 shares of Class A common stock of Baldwin Insurance Group, Inc. through multiple transactions to satisfy income tax withholding obligations.
The transactions occurred over several years, indicating a recurring pattern of insider selling to cover tax liabilities upon vesting of restricted stock awards.
The relatively small trading volumes and consistent nature of the transactions suggest they may not be a major cause for concern, but investors should monitor for any significant changes in insider ownership.

Filed: 2026-03-17

The reporting person, Seth Cohen, is the General Counsel of Baldwin Insurance Group, Inc. and has been filing Form 4 filings related to transactions in the company's Class A common stock.
Over the past 3 years, Cohen has disposed of 800 shares of Class A common stock through share withholdings to satisfy tax obligations related to the vesting of restricted stock awards.
The share dispositions appear to be routine tax-related transactions and do not indicate any significant changes in Cohen's beneficial ownership position in the company.

Filed: 2026-03-17

The reporting person, James Roche, disposed of 501 shares of the issuer's Class A common stock, likely to satisfy tax withholding obligations related to the vesting of restricted stock previously granted.
Roche continues to beneficially own a significant number of shares (322,437) of the issuer's Class A common stock, indicating his ongoing commitment and alignment with the company.
The transaction was executed under Rule 10b5-1, suggesting a pre-planned and systematic approach to the share disposition, which may provide some reassurance to investors.

Filed: 2026-03-17

The reporting person, Bradford Hale, is the Chief Financial Officer and a member of the 10% owner group of Baldwin Insurance Group, Inc.
Hale disposed of 956 shares of Class A common stock on March 15, 2026, likely to satisfy income tax withholding obligations related to the vesting of restricted stock.
Hale also indirectly owns 10,000 shares of Class A common stock through the Amy W. Hale Revocable Trust, of which his spouse is the sole trustee.

Filed: 2026-03-17

Trevor Baldwin, the Chief Executive Officer and a director of Baldwin Insurance Group, Inc., has disposed of 1,967 shares of Class A common stock through share withholding to satisfy tax obligations related to the vesting of restricted stock awards.
Baldwin continues to hold a significant beneficial ownership stake in the company, with 104,549 shares held directly and an additional 27,676 shares held indirectly through the TLB 2020 Trust.
The share dispositions appear to be routine tax-related transactions and do not necessarily indicate a change in Baldwin's long-term ownership or confidence in the company.

Filed: 2026-03-05

The reporting person, Seth Cohen, received 19,324 shares of Class A common stock as an annual bonus payment for the fiscal year ended December 31, 2025.
Cohen also disposed of 7,217 shares of Class A common stock to satisfy income tax withholding obligations in connection with the bonus share issuance.
Following the reported transactions, Cohen directly owns 29,824 shares of Class A common stock, indicating an increase in his beneficial ownership position.

Filed: 2026-03-05

The reporting person, Corbyn N. Lichon, the Chief Accounting Officer of Baldwin Insurance Group, Inc., acquired 9,506 shares of Class A common stock as an annual bonus payment on March 3, 2026.
Lichon also disposed of 3,395 shares of Class A common stock to satisfy income tax withholding obligations, indicating a partial monetization of the bonus shares received.
The reported transactions suggest that Lichon, a key insider, continues to hold a significant direct ownership stake of 55,647 shares in the company.

Important Information

AI-generated analysis is for informational purposes only. Always read original SEC filings and consult with qualified professionals before making investment decisions.