Andrew S. Robinson - Jan 12, 2023 Form 3 Insider Report for Skyward Specialty Insurance Group, Inc. (SKWD)

Role: CEO & PRESIDENT, Director
Signature: /s/ Stacy E. Skelton, Attorney-in-Fact
Stock symbol: SKWD
Transactions as of: Jan 12, 2023
Transactions value $: $0
Form type: 3
Date filed: 1/12/2023, 04:33 PM
Next filing: Mar 1, 2023

Transactions Table

Type	Sym	Class	Transaction	Value $	Shares	Change %	* Price $	Shares After	Date	Ownership	Footnotes
holding	SKWD	Common Stock						150K	Jan 12, 2023	Direct	F1, F2

Derivative Securities (e.g., puts, calls, warrants, options, convertible securities)

Type	Sym	Class	Transaction	Value $	Shares	Change %	* Price $	Shares After	Date	Underlying Class	Amount	Exercise Price	Ownership	Footnotes
holding	SKWD	2021 LTIP - Common Stock							Jan 12, 2023	Common Stock	40.1K		Direct	F3
holding	SKWD	2021 LTIP - Performance Share Units							Jan 12, 2023	Common Stock	40.1K		Direct	F4
holding	SKWD	2022 LTIP - Performance Share Units							Jan 12, 2023	Common Stock	22.8K		Direct	F5

* An asterisk sign (*) next to the price indicates that the price is likely invalid.

Explanation of Responses:

Id	Content
F1	The reporting person was granted 63,374 shares of Restricted Stock on March 17, 2021, as a match to shares purchased under the 2016 Employee Incentive Program. The first tranche vested on May 22, 2021. The second tranche vested on May 22, 2022. The third and final tranche of 21,124 shares will immediately vest upon the consummation of the Company's IPO.
F2	On January 1, 2022, the reporting person was granted a Restricted Stock Award in the amount of 22,796 shares. Each share is equivalent to one share of the Company's common stock. This award fully vests on January 1, 2025.
F3	On January 1, 2021, the reporting person was granted 40,137 Restricted Stock Units ("RSUs"). Upon vesting, each unit is equivalent to one share of the Company's common stock. This award fully vests on January 1, 2024.
F4	On January 1, 2021, the reporting person was granted 40,137 Performance Share Units ("PSUs"). Each PSU is equivalent to one share of the Company's common stock. The number of units subject to vest under this award can range from 0% to 150% of the amount shown based on the satisfaction of performance condition targets during the requisite service period. This award will fully vest on January 1, 2024.
F5	On January 1, 2022, the reporting person was granted 22,796 PSUs. Each PSU is equivalent to one share of the Company's common stock. The number of units subject to vest under this award can range from 0% to 150% of the amount shown based on the satisfaction of performance condition targets during the requisite service period. This award will fully vest on January 1, 2025.