# Skyward Specialty Insurance

> Skyward Specialty Insurance provides commercial insurance for complex business risks through specialist underwriting teams and broker relationships. Its products span medical stop-loss, surety, professional liability, property, agriculture, captives and excess and surplus lines. Following its 2026 acquisition of Apollo, the broader Skyward Group combines U.S. specialty insurance with a Lloyd’s platform.

- **Founded:** 2006
- **Headquarters:** Houston, United States
- **Founders:** Stephen L. Way (Founder and former Chairman and CEO)
- **Products:** Medical Stop-Loss, SkyVantage, EndWell Protection, Professional Lines, Industry Solutions
- **Notable:** 2025 gross written premiums of $2.166 billion and net income of $170.0 million., 2025 combined ratio of 89.3%, versus 92.3% in 2024., Nasdaq listing under SKWD began January 13, 2023.

## Products & services

- **Medical Stop-Loss** — Coverage for self-funded employer health plans, distributed through retail brokers and third-party administrators; targets organizations with fewer than 2,500 employees.
- **SkyVantage** — Predictive underwriting process powered by Gradient AI data and machine learning for medical stop-loss risk assessment.
- **EndWell Protection** — Escrow-secured surety bond model for oil and gas well decommissioning obligations.
- **Professional Lines** — Management and professional liability solutions for specialized commercial exposures.
- **Industry Solutions** — Specialist commercial coverage for niche industries, including construction and energy.
- **Surety** — Contract and commercial bonds supporting performance and other obligations.
- **Transactional Excess & Surplus** — Specialty property and casualty coverage for risks that require nonstandard underwriting.
- **Captives & Specialty Programs** — Alternative risk structures and specialized programs developed with distribution partners.
- **Global Property, Agriculture and Credit** — Specialty insurance and reinsurance addressing property, agriculture and credit exposures.
- **SkyVUE and SkyBI** — Internal underwriting workstation and performance analytics tools; not presented as standalone software products for sale.

## Achievements

- 2025 gross written premiums of $2.166 billion and net income of $170.0 million.
- 2025 combined ratio of 89.3%, versus 92.3% in 2024.
- Nasdaq listing under SKWD began January 13, 2023.
- Completed Apollo acquisition January 1, 2026.
- Fourth consecutive Best Places to Work in Insurance recognition announced September 2026.

## Latest updates

- **2026-10** — Announced third-quarter results expected November 5, with earnings call November 6; these results were not yet available as of October 24.
- **2026-09** — Announced fourth consecutive Best Places to Work in Insurance recognition.
- **2026-08** — Skyward Group reported Q2 combined ratio of 89.5% and managed premiums of approximately $1.059 billion, including Apollo.
- **2026-01** — Closed Apollo acquisition; stated deal consideration was approximately $555 million, with acquisition consideration valued at $559.1 million at closing.

## Links

- Website: https://skywardinsurance.com
- LinkedIn: https://www.linkedin.com/company/skywardspecialty/
- Twitter/X: https://twitter.com/skywardinsuranc

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Published by YesPress — https://yespress.io
Last updated: 2026-10-24