Ryan Specialty Holdings, Inc. Form 4 Filings

RYAN SPECIALTY HOLDINGS, INC. (ticker RYAN) reported that director Nicholas Dominic Cortezi recorded four code J transactions on August 14, 2026 involving indirect holdings through two Louise M. Cortezi family trusts. Each transaction reflects an "other" disposition at a price of $0.00 per share, categorized as a restructuring rather than an open-market trade.

The trusts disposed of an aggregate of 1,841,019 Common Units and a corresponding 1,841,019 shares of Class B Common Stock through one trust, and 313,116 Common Units and 313,116 shares of Class B Common Stock through the other. A footnote explains these transfers were to the reporting person’s spouse in connection with a negotiation of separation of assets in anticipation of a potential divorce settlement. Another footnote states that Class B Common Stock carries 10 votes per share but no economic interests, and that each Common Unit of New Ryan Specialty, LLC may be exchanged, together with delivery of an equal number of Class B shares, for one share of Class A Common Stock or, at the issuer’s option, cash; the Common Units do not expire.

RYAN SPECIALTY HOLDINGS, INC. executive Michael Conklin (EVP & CHRO) reported a sale of 2,043 shares of Class A Common Stock on 2026-08-13. The weighted average sale price was $42.2633 per share, from multiple trades between $42.26 and $42.28. Following this transaction, Conklin directly holds 8,153 shares of Class A Common Stock.

RYAN SPECIALTY HOLDINGS, INC. director Henry S. Bienen reported a Form 4 transaction involving Class A Common Stock. On 2026-08-10, an entity associated with him, the Henry S. Bienen 1997 Trust dated November 10, 1997, made a bona fide gift of 3,000 shares, reported at a price of $0.0000 per share. Following this gift, that trust held 24,795 shares indirectly. A separate indirect holding entry shows 28,590 shares in the Leigh Buchanan Bienen 1997 Trust dated November 10, 1997. Mr. Bienen disclaims beneficial ownership of these trust-held shares except to the extent of his pecuniary interest.

Ryan Specialty Holdings, Inc. insider Patrick G. Ryan, serving as trustee of the Ryan Stock Option Trust, reported acquiring a call option obligation covering 287,646 underlying shares of Class A common stock at a $43.63 per-share purchase price for the issuer. The trust is obligated to sell shares to the company from time to time through September 9, 2036 as employees exercise related Executive Chairman stock options that vest in equal annual installments on October 1, 2029, 2030 and 2031. On August 4, 2026, 287,646 shares of Class A common stock were transferred into the trust in an exempt internal transaction under Rule 16a-13.

Ryan Specialty Holdings reported that EVP & CHRO Michael Conklin received a grant of 22,920 Executive Chairman stock options on August 4, 2026. The options have a $43.63 exercise price, expire on August 4, 2036, and vest in three equal installments on October 1, 2029, 2030 and 2031. Following the award, he holds 22,920 derivative securities directly. The options are exercisable on a 1-for-1 basis into Class A common stock, and the grant was approved by the compensation and governance committee for purposes of Rule 16(b)(3).

Ryan Specialty Holdings, Inc. granted Co-President and COO Stephen Patrick Keogh an Executive Chairman Stock Option covering 22,920 shares of Class A common stock at an exercise price of $43.63 per share. The options vest in three equal installments on October 1, 2029, 2030 and 2031, are exercisable 1-for-1 into Class A common stock, and expire on August 4, 2036.

Ryan Specialty Holdings, Inc. reported that Chief Financial Officer Janice M. Hamilton had Restricted LLC Units of New Ryan Specialty, LLC vest and, at the issuer’s option, settle into 5,821 shares of Class A common stock on July 22, 2026. In connection with this settlement, 1,706 shares at $40.89 per share were delivered or withheld to pay the exercise price or tax liability by delivering or withholding securities. Following this event, Hamilton directly holds 40,747 Restricted LLC Units under the July 22, 2021 grant.

Ryan Specialty Holdings director Anthony J. Kuczinski bought a total of 3,000 shares of the company’s Class A Common Stock in open-market purchases on June 11 and 12, 2026. He paid weighted average prices of $34.83 and $35.77 per share across multiple trades.

Following these purchases, Kuczinski directly owns 13,072 shares of Ryan Specialty. The filing notes that each day’s reported price is a weighted average, with individual trade prices ranging from $34.56 to $35.06 on June 11 and $35.57 to $35.94 on June 12.

Ryan Specialty Holdings director John W. Rogers Jr. bought 7,500 shares of Class A Common Stock in an open-market purchase at a weighted average price of $35.1643 per share. The trades occurred in multiple transactions between $35.15 and $35.165. He now directly holds 117,933 shares.

Ryan Specialty Holdings Executive Chairman Patrick G. Ryan, a more than 10% owner, indirectly bought 120,000 shares of Class A Common Stock in an open-market purchase. The weighted average price was $32.4978 per share, with individual trades ranging from $32.24 to $32.62.

The shares were acquired through living trusts where Ryan and his spouse serve as co-trustees. Following the purchase, trusts for his benefit held 13,817,859 Class A shares, and additional family trusts held 55,475 shares, all reported as indirect ownership.

Ryan Specialty Holdings, Inc. Chief Financial Officer Janice M. Hamilton reported an open-market purchase of Class A Common Stock. She bought 6,300 shares on June 3, 2026 at a weighted average price of $31.7925 per share, through multiple trades between $31.17 and $32.13. Following this transaction, she directly owns 14,574 shares of Class A Common Stock.

Ryan Specialty Holdings EVP & General Counsel Mark Stephen Katz made an open-market purchase of company stock. He bought 3,215 shares of Class A Common Stock on June 3, 2026 at a weighted average price of $31.0694 per share, increasing his direct holdings to 4,332 shares.

The shares were acquired in multiple trades within a price range from $31.0550 to $31.0694, reflecting personal share accumulation rather than option exercises or tax-related transactions.

RYAN SPECIALTY HOLDINGS, INC. director Henry S. Bienen reported several bona fide gift transfers of Class A Common Stock, rather than any open‑market sales or purchases. On May 28, 2026, he gifted 5,757 shares held directly, reducing his direct position in these shares to zero while the same number of shares were gifted to the Henry S. Bienen 1997 Trust dated November 10, 1997. On May 29, 2026, the trust made an additional gift of 2,700 shares, leaving 27,795 shares held indirectly in that trust. The filing also shows a separate indirect holding entry of 28,590 shares in the Leigh Buchanan Bienen 1997 Trust dated November 10, 1997. Footnotes state the shares gifted on May 28 were transferred to the Henry S. Bienen 1997 Trust and that the reporting person disclaims beneficial ownership except to the extent of his pecuniary interest.

Ryan Specialty Holdings, Inc. director and Chief Executive Officer Timothy William Turner received a grant of 168,577 Executive Chairman stock options. The options have an exercise price of $29.66 per share, expire on May 5, 2036, and are exercisable on a 1-for-1 basis into Class A common stock. They vest in equal installments on July 1, 2029, July 1, 2030, and July 1, 2031, and were approved by the board’s compensation and governance committee.

RYAN SPECIALTY HOLDINGS, INC. Co-President and CRO Brendan Martin Mulshine received a grant of 33,715 Executive Chairman stock options linked to Class A common stock. The options have a $29.66 per-share exercise price and expire on May 5, 2036.

These options vest in three equal installments on July 1, 2029, 2030 and 2031, and are exercisable on a 1-for-1 basis for Class A common shares. Following this grant, Mulshine holds 33,715 derivative securities directly. The grant was approved by the issuer’s compensation and governance committee for purposes of Rule 16(b)(3).

KATZ MARK STEPHEN reported acquisition or exercise transactions in this Form 4 filing.

Ryan Specialty Holdings reported that EVP & General Counsel Mark Stephen Katz received a grant of 33,715 Executive Chairman stock options on May 5, 2026. The options have a strike price of $29.66, vest in three equal parts on July 1 of 2029, 2030 and 2031, and expire on May 5, 2036. Following this award, he holds 33,715 options, each exercisable into one share of Class A common stock.

RYAN Specialty Holdings CEO Benjamin Miles Wuller received a grant of 33,715 Executive Chairman stock options as equity compensation. The options have an exercise price of $29.66 per share and are exercisable on a 1-for-1 basis into Class A common stock.

The options vest in equal installments on July 1 of 2029, 2030, and 2031 and expire on May 5, 2036. The grant was approved by the issuer’s compensation and governance committee for purposes of Rule 16(b)(3), and it is not an open-market share purchase.

RYAN SPECIALTY HOLDINGS, INC. reported that Chief Financial Officer Janice M. Hamilton received a grant of stock options tied to the company’s Class A common stock. The award covers 33,715 options with an exercise price of $29.66 per share and no cash changed hands at grant.

The options vest in three equal installments on July 1 of 2029, 2030 and 2031, and expire on May 5, 2036. Once vested, each option can be exercised on a 1-for-1 basis for one share of Class A common stock. This appears to be a routine compensation-related equity grant approved by the board’s compensation and governance committee.

RYAN SPECIALTY HOLDINGS, INC. disclosed that Executive Chairman Patrick G. Ryan, acting as trustee of the Ryan Stock Option Trust, entered into an Executive Chairman Option Settlement Agreement with the company. Under this agreement, the trust is obligated to sell to the company up to 1,787,446 shares of Class A common stock over time.

The company may purchase these shares at an exercise price of $29.66 per share through June 10, 2036, as related employee stock options vest and are exercised in 2029, 2030 and 2031 under the 2021 Omnibus Incentive Plan. The Form 4 records this as an indirect derivative disposition to the issuer by the trust.

RYAN PATRICK G JR reported acquisition or exercise transactions in this Form 4 filing.

Ryan Specialty Holdings, Inc. director Ryan Patrick G Jr reported an equity award of 5,757 shares of Class A Common Stock, delivered as Restricted Stock Units that vested immediately upon grant. The grant carried a per-share price of $0.00, reflecting compensation rather than a market purchase.

Following the award, he directly owns 262,316.053 Class A shares. In addition, 428,295 Class A shares are held in trusts for his and/or family members’ benefit, where he serves as trustee and disclaims beneficial ownership except for his pecuniary interest. The grant was approved by the Board for purposes of Rule 16(b)(3).

ROGERS JOHN W JR reported acquisition or exercise transactions in this Form 4 filing.

Ryan Specialty Holdings director John W. Rogers Jr. received an award of 5,757 shares of Class A Common Stock in the form of Restricted Stock Units that vested immediately upon grant. He elected to defer settlement of these units until his separation from the board of directors, consistent with the company’s director compensation program.

Following this award, he directly holds or has deferred rights tied to a total of 110,433 shares, which includes 15,270 previously granted Restricted Stock Units that also vested immediately upon grant and are similarly deferred until he leaves board service.

OHALLERAN MICHAEL D reported acquisition or exercise transactions in this Form 4 filing.

Ryan Specialty Holdings director Michael D. O’Halleran received a grant of 5,757 Restricted Stock Units (RSUs) that vested immediately upon grant on Class A Common Stock. He elected to defer settlement of these RSUs until his separation from service on the board of directors.

After this award, he holds 238,963 shares directly and 581,952 shares indirectly through the Trust of Michael D. O'Halleran dated January 17, 1997. The indirect holdings include 20,580 RSUs that also vested immediately upon grant and are similarly deferred. The grant was approved by the board for purposes of Rule 16(b)(3).

Kuczinski Anthony J reported acquisition or exercise transactions in this Form 4 filing.

RYAN SPECIALTY HOLDINGS, INC. director Anthony J. Kuczinski reported receiving 5,757 shares of Class A Common Stock as a grant, recorded at a price of $0.00 per share. These represent Restricted Stock Units that vested immediately, but he elected to defer settlement until he leaves the board.

After this award, his directly reported holdings increased to 10,072 shares. The footnotes add that his position also reflects 8,080 Restricted Stock Units that vested immediately on grant, for which settlement has likewise been deferred until his separation from board service. This filing reflects routine, compensation-related equity awards rather than open‑market buying or selling.

RYAN SPECIALTY HOLDINGS, INC. director Nicholas Dominic Cortezi received an award of 5,757 shares of Class A Common Stock on April 28, 2026, reported as an acquisition under a grant or award.

The footnotes explain these reported securities are Restricted Stock Units that vested immediately, with settlement deferred until his separation from service on the board. After this award, he is shown as directly owning 10,777 shares. The grant was approved by the issuer’s board of directors for purposes of Rule 16(b)(3), indicating it is a standard, board-approved compensation grant rather than an open-market transaction.

Cornelli Francesca reported acquisition or exercise transactions in this Form 4 filing.

Ryan Specialty Holdings director Francesca Cornelli received an equity award in the form of Restricted Stock Units (RSUs). On the grant date, 5,757 RSUs vested immediately, but settlement into Class A Common Stock will occur only after her separation from the board, reflecting deferred compensation rather than a cash purchase.

Following this award, Cornelli is reported with 10,377 Class A Common Stock shares associated with her position. The grant was approved by the company’s board of directors for purposes of Rule 16(b)(3), indicating it is a board-sanctioned, routine director compensation grant rather than an open-market transaction.

COLLINS MICHELLE L reported acquisition or exercise transactions in this Form 4 filing.

Director Michelle L. Collins of Ryan Specialty Holdings, Inc. received a grant of 5,757 shares of Class A Common Stock in the form of Restricted Stock Units. The award was issued at a reported price of $0.00 per share, reflecting compensation rather than a market purchase.

These RSUs vested immediately upon grant, but Collins elected to defer settlement until her separation from the board of directors. After this grant, she holds a total of 19,219 shares of Class A Common Stock in direct ownership, including 16,219 RSUs that have vested immediately upon grant and are subject to similar deferred settlement.

BUNGERT MICHAEL G reported acquisition or exercise transactions in this Form 4 filing.

Ryan Specialty Holdings director granted equity award

Director Michael G. Bungert received an award of 4,615 Restricted Stock Units tied to Ryan Specialty Holdings Class A common stock. The units vested immediately upon grant, but he elected to defer settlement until his separation from service on the board of directors.

The grant had a stated price of $0.00 per share, reflecting that it is a compensation award rather than a market purchase. Following this award, his reported direct position from this grant is 4,615 units.

BOLGER DAVID P reported acquisition or exercise transactions in this Form 4 filing.

RYAN SPECIALTY HOLDINGS, INC. director David P. Bolger received an equity award of 5,757 shares of Class A Common Stock in the form of Restricted Stock Units that vested immediately upon grant at $0.00 per share. According to the filing, settlement of these units is deferred until his separation from service on the board, and the grant was approved by the board for purposes of Rule 16(b)(3). Following the award, he holds 20,580 Class A shares directly and 66,467 Class A shares indirectly through the David P. Bolger Revocable Trust dated 10/30/1995, with beneficial ownership disclaimed except to the extent of his pecuniary interest.

Bienen Henry S reported acquisition or exercise transactions in this Form 4 filing.

RYAN Specialty Holdings director Henry S. Bienen received an equity award in the form of Restricted Stock Units. On the reported date, he was granted 5,757 RSUs that vested immediately into Class A Common Stock at an effective price of $0.00 per share, approved by the board for purposes of Rule 16(b)(3). After this grant, he holds 5,757 shares directly. He also has indirect ownership through two 1997 trusts, which hold 28,590 and 24,738 shares of Class A Common Stock, and he disclaims beneficial ownership of these indirect holdings except to the extent of his pecuniary interest.

Ryan Specialty Holdings EVP & CHRO Michael Conklin exercised restricted stock units and settled related taxes in shares. On April 1, he converted 7,637 Restricted Stock Units into 7,637 shares of Class A Common Stock. Of these, 2,176 shares were withheld at $33.74 per share to cover tax obligations.

After these transactions, he directly held 10,196 shares of Class A Common Stock and 22,908 Restricted Stock Units, which each represent a contingent right to receive one share of Class A Common Stock as they vest in equal annual installments beginning April 1, 2025.

Ryan Specialty Holdings, Inc. reported that Co-President and COO Stephen Patrick Keogh acquired a grant of 24,869 Restricted Stock Units on the reported date. The units were recorded at a transaction price of $0.0000 per unit, reflecting an equity award rather than an open-market purchase.

Each Restricted Stock Unit represents a contingent right to receive, upon vesting, one share of the company’s Class A common stock. According to the grant terms, these units vest in three equal annual installments beginning on April 1, 2029, tying the award to long-term service and performance.

RYAN Specialty Holdings, Inc. reported that Co-President and CRO Brendan Martin Mulshine acquired a grant of 24,869 Restricted Stock Units on March 3, 2026. Each RSU represents a contingent right to receive one share of Class A common stock, vesting in three equal annual installments beginning on April 1, 2029.

Hamilton Janice M reported acquisition or exercise transactions in this Form 4 filing.

RYAN Specialty Holdings, Inc. Chief Financial Officer Janice M. Hamilton reported receiving a grant of 29,843 Restricted Stock Units on March 3, 2026. Each Restricted Stock Unit represents a contingent right to receive one share of the company’s Class A common stock upon vesting.

The Restricted Stock Units vest in three equal annual installments beginning on April 1, 2029. Following this award, Hamilton held 29,843 Restricted Stock Units as of the transaction date, all reported as directly owned.

Wuller Benjamin MIles reported acquisition or exercise transactions in this Form 4 filing.

Ryan Specialty Holdings CEO Benjamin Miles Wuller reported an equity award of 24,869 Restricted Stock Units. Each unit represents a contingent right to receive one share of Class A common stock upon vesting. These RSUs vest in three equal annual installments beginning on April 1, 2029, and are held directly.

Ryan Specialty Holdings, Inc. reported that EVP & CHRO Michael Conklin acquired 24,869 Restricted Stock Units as a grant. Each unit represents a contingent right to receive one share of Class A common stock on vesting. The Restricted Stock Units vest in three equal annual installments beginning on April 1, 2029.

KATZ MARK STEPHEN reported acquisition or exercise transactions in this Form 4 filing.

Ryan Specialty Holdings, Inc. granted Executive Vice President and General Counsel Mark Stephen Katz 24,869 Restricted Stock Units on March 3, 2026. The award was recorded at a price of $0.0000 per unit, reflecting its nature as an equity compensation grant rather than a cash purchase.

Each Restricted Stock Unit represents a contingent right to receive one share of Ryan Specialty Class A common stock upon vesting. According to the filing, these RSUs vest in three equal annual installments beginning on April 1, 2029, aligning Mr. Katz’s compensation with long-term shareholder interests over a multi-year period.

Ryan Specialty Holdings director Ryan Patrick G Jr reported open-market purchases of a total of 25,865 shares of Class A Common Stock. On February 23, 2026, trusts for the benefit of him and/or his family bought 24,000 shares at $39.94 and 1,500 shares at $40.20 per share, with 428,295 shares held indirectly afterward. On February 20, 2026, he directly purchased 365 shares at $41.41 per share, bringing his direct holdings to 256,559.053 shares. The trust-held shares are owned by trusts for which he is trustee, and he disclaims beneficial ownership except to the extent of his pecuniary interest.

Ryan Specialty Holdings, Inc.’s chief executive officer and director reported an exchange of incentive units and a related stock sale. On 12/11/2025, Class C Common Incentive Units in New Ryan Specialty, LLC were exchanged into 129,964 shares of Class A Common Stock under the LLC operating agreement. On 12/12/2025, 129,570 Class A shares were sold in a block trade at $53.61 per share to satisfy a separation of assets obligation under the reporting person’s divorce settlement.

After these transactions, the insider beneficially owned 12,553 shares of Class A Common Stock directly and 165,942 Class C Common Incentive Units, which may be exchangeable into Common Units and then into Class A shares based on a return threshold that is currently $23.14 per unit.

Ryan Specialty Holdings director filed a Form 4 reporting a transfer of 2,100 shares of Class A common stock on 12/10/2025. The transaction, coded "G," moved shares at a reported price of $0 per share into trusts for which he serves as trustee and that benefit him and/or family members. After this activity, he beneficially owns 402,795 shares indirectly through the trusts and 256,194.053 shares directly. He states that he disclaims beneficial ownership of the trust-held shares except to the extent of his pecuniary interest in them.

Ryan Specialty Holdings insider Patrick G. Ryan reported a gift of 2,100 shares of Class A common stock on December 10, 2025. The shares were transferred at a price of $0 from insider living trusts where he and his spouse serve as co-trustees, with the gift made equally from each trust. After this transaction, he indirectly holds 13,697,859 Class A shares through these insider living trusts and an additional 55,475 Class A shares held in other trusts and entities for the benefit of a family member. Ryan is listed as a director, 10% owner, and Executive Chairman of the company, and this filing reflects an update to his indirect beneficial ownership.

Ryan Specialty Holdings, Inc. (RYAN) reported a large insider sale by a group of reporting persons associated with Onex. On 12/05/2025, they reported the sale of 4,145,621 shares of Class A common stock at a price of $54.5 per share, coded as an open-market or private sale ("S").

After this transaction, the reporting persons show 0 shares of Class A common stock beneficially owned. The filing explains that Onex Corporation controls the entities that previously held the shares and that certain parties, including Onex Corporation and its chairman, disclaim beneficial ownership except for their pecuniary interests. It also notes that, because an Onex executive serves on Ryan Specialty’s board, each reporting person may be considered a director by deputization.