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Leslie Shaunty

General Counsel and Secretary at Skyward Specialty Insurance Group
Executive

About Leslie Shaunty

Leslie K. Shaunty is General Counsel and Corporate Secretary of Skyward Specialty Insurance Group, Inc. (SKWD) and has served in this role since January 2021; she previously served as Chief Legal Officer (June 2020–January 2021) and Vice President of Legal & Compliance (July 2013–December 2019), and acts as Director and Secretary for subsidiaries HSIC, IIC, GMIC, and OSIC. She holds a J.D. from the University of Virginia and a B.A. from the University of Texas and has over 30 years of legal experience including 15+ years in insurance; as of the 2025 record date, she is age 56 . Company performance under the executive incentive framework includes SKWD TSR of $177.38 (2023) and $264.61 (2024) on a $100 IPO-date base, net income of $85.98M (2023) and $118.83M (2024), and internal combined ratio of 91.6% (2023 and 2024) .

Past Roles

OrganizationRoleYearsStrategic Impact
Skyward Specialty Insurance Group, Inc.General Counsel & Corporate SecretaryJan 2021–presentEnterprise legal oversight; corporate governance; subsidiary Director/Secretary roles across HSIC, IIC, GMIC, OSIC
Skyward Specialty Insurance Group, Inc.Chief Legal OfficerJun 2020–Jan 2021Senior legal leadership preceding current GC role
Skyward Specialty Insurance Group, Inc.VP, Legal & ComplianceJul 2013–Dec 2019Built legal/compliance function over multi-year growth period
Shaunty Law FirmPrincipalFeb 2019–Jun 2020Provided corporate legal services to Skyward Specialty

External Roles

OrganizationRoleYearsStrategic Impact
Shaunty Law FirmPrincipal2019–2020External counsel providing corporate legal support to SKWD

Fixed Compensation

Not disclosed. Leslie Shaunty is not presented in the named executive officer (NEO) Summary Compensation Table; SKWD’s SCT covers CEO, CFO, and three other most highly compensated executive officers for 2024, excluding the General Counsel .

Performance Compensation

Incentive ElementMetricWeighting/DesignTargetActualPayoutVesting
Annual STIP (executive framework)Internal Combined Ratio (CR) and GWP GrowthPrimary metrics drive funding; OKRs may adjust individual awardsCR: 92.5%; GWP: 10–15%CR: 91.6%; GWP: 19.4% (FY 2024)Company STIP factor determined at 140% for 2024; individual payouts for GC not disclosed Paid after FY results per Committee determination
Long-Term PSUs (2024 awards framework)50% internal CR; 50% relative GBVPS vs peer setMax vesting at 150% of target; straight-line performance scaleGBVPS target ~50th percentile; CR targets per planThree-year period ending Dec 31, 2026Earnout formula-based; individual GC grant not disclosed Eligible to vest Dec 31, 2026, subject to service/performance; double-trigger CIC protections
Long-Term RSUs (2024 awards framework)Time-based retentionApprox. 33% of LT equity mixN/AN/AN/ARSUs scheduled to vest Jan 1, 2027, subject to continued employment

Notes: SKWD’s STIP target matrix and OKRs are set annually; Committee determined 2024 company performance met 140% of target based on 19.4% GWP growth and 91.6% internal CR, plus exceptional OKR achievement (talent retention, predictive modeling, HRIS, five new lines, A.M. Best “A,” SOX compliance) . 2024 equity mix for NEOs was ~67% PSUs and ~33% RSUs; this design applies broadly to executive LTIP; specific GC award sizing is not disclosed .

Equity Ownership & Alignment

Policy/ItemDetails
Executive stock ownership guidelinesCEO: 5x base; CFO/Presidents: 3x; Other ELT members (includes GC): 1x base; 5 years to comply; must hold 50% of after-tax shares until guideline met; if not met after 5 years, must retain 100% of after-tax vested shares until compliant; unearned PSUs/options do not count
Hedging/pledging restrictionsProhibits hedging, short sales, holding in margin accounts, and pledging; timing-of-grants protocols; Insider Trading Policy governs windows and Rule 10b5‑1 plans
Section 16 complianceCompany reports Section 16 compliance for 2024, with one corrected Form 4 unrelated to GC; no noted delinquency for Shaunty
Beneficial ownership (individual)GC’s individual share count is not disclosed in the 2025 “Security Ownership of Certain Beneficial Owners and Management” table; SCT/ownership tables list NEOs/directors and aggregate group holdings

Employment Terms

ProvisionTerms
Executive severance (non-CEO)Each executive officer (including GC) has a severance agreement providing 12 months of base salary and Company-paid COBRA premiums for 12 months upon termination without cause or resignation for good reason (as defined)
Equity vesting treatment on termination2023/2024 awards: full vesting on death/disability; performance awards vest based on actual for completed periods and deem target for ongoing; qualified retirement: pro‑rated accelerated vesting subject to criteria; double‑trigger vesting in connection with CIC; no automatic single‑trigger vesting
Retirement eligibility criteriaGenerally requires age ≥55 and ≥5 years of service, ≥12 months’ advance notice, succession assistance, and waiver/release execution
Conditions to severance/awardsRelease of claims required; execution of Employee Confidentiality and Non‑Solicitation Agreement; ongoing compliance with confidentiality and non‑solicit covenants
Clawback policyDodd‑Frank compliant recoupment/forfeiture of incentive compensation linked to financial reporting measures in the event of restatement, for three years preceding the restatement

Company Performance Under Incentive Metrics

MetricFY 2023FY 2024
SKWD TSR (IPO‑date base $100)$177.38 $264.61
Net Income ($USD Millions)$85.98 $118.83
Internal Combined Ratio (%)91.6% 91.6%

Internal combined ratio definition and reconciliation are provided by SKWD; internal CR adjusts GAAP combined ratio to include IPO-related stock comp/secondary costs and exclude certain LPT impacts .

Additional Governance and Compensation Structure Insights

  • Independent consultant: FW Cook advises the Compensation Committee; peer benchmarking informs targets and design .
  • LTIP peer set for GBVPS PSUs includes Axis Capital, Employers, Global Indemnity, Hamilton, James River, Kinsale, Old Republic, Palomar, ProAssurance, RLI, SiriusPoint; performance scale: 25th percentile=0%, 50th=100%, 75th=150% .
  • Positive pay practices/guardrails: no hedging/pledging; no perquisites; no SERP; no tax gross‑ups on CIC; no option repricing without shareholder approval; clawback; stock ownership guidelines; capped PSU max payouts .

Investment Implications

  • Pay-for-performance alignment: GC compensation is governed by company-wide frameworks tightly linked to profitability (internal CR) and growth (GWP), with LTPSUs tied to relative GBVPS and internal CR; 2024 STIP paid at 140% due to strong performance, reinforcing incentive linkage .
  • Retention risk and vesting overhang: RSUs from 2024 are scheduled to vest on Jan 1, 2027, with PSUs on Dec 31, 2026 and double-trigger CIC protection; pro‑rated retirement vesting and standard severance (12 months salary + COBRA) suggest moderate retention risk and manageable forced selling pressure near vest events .
  • Ownership alignment: ELT 1x salary ownership guidelines with retention until compliant, plus strict anti‑hedging/pledging; GC-specific share ownership is not disclosed, which limits precision of “skin‑in‑the‑game” analysis, but policy architecture is shareholder‑friendly and reduces misalignment risk .
  • Trading signals: Absence of disclosed individual grants/payouts/transactions for the GC limits near‑term insider‑selling signal analysis; however, known vesting schedules and anti‑hedging/pledging constraints reduce risk of opportunistic selling around corporate events .

Overall, the GC’s compensation and governance framework is consistent with SKWD’s disciplined approach—performance‑driven incentives, robust clawback/ownership rules, and standard severance—supporting alignment while leaving some data gaps at the individual level due to non‑NEO status in the proxy .