Skyward Specialty Insurance Group, Inc. reports developments for a specialty property and casualty insurance group operating through U.S. Skyward Specialty operations and Apollo's Lloyd's platform. News commonly covers quarterly operating results, gross written and managed premiums, combined ratios, investment performance, and segment reporting across the Skyward Specialty segment, the Apollo segment, and corporate functions.
Company updates also describe product and underwriting expansion in specialized lines such as E&S property, power generation, renewable energy, life sciences, accident and health, agriculture and credit, professional lines, specialty programs, surety, and transactional E&S. Governance items include board composition and public-company oversight.
Skyward Group (SKWD) has become Slingshot Insurance's primary carrier partner following its investment in the embedded-insurance company's seed funding round. Skyward co-led the $27 million round; that figure represents Slingshot's total round, not Skyward's individual investment.
The partnership gives Slingshot customers immediate access to an AM Best A-rated carrier across all 50 states. It combines Slingshot's insurance technology infrastructure with Skyward's underwriting and product expertise. Skyward expects the partnership to help Slingshot scale and extend Skyward's specialty insurance capabilities into an embedded-insurance market it does not currently serve.
Apollo, a Skyward Group (SKWD) company, has partnered with Generali to launch Red Bridge Syndicate 2031 as its managing agent. The syndicate has received in-principle approval from Lloyd’s and is expected to begin underwriting on 1 January 2027.
Red Bridge will give Lloyd’s members an opportunity to participate in Generali’s outward reinsurance programme, which covers multiple lines of business across Europe. The partnership expands Apollo’s Platform Partner business and generates additional fee-based revenue for Skyward Group.
Skyward Specialty Insurance Group (SKWD) will host its third quarter 2026 earnings call on November 6, 2026, at 10:00 a.m. EST. The company expects to release results, inclusive of Apollo Group Holdings, after market close on November 5. Results and the live webcast will be available on its investor website, with a webcast replay available two hours after the call.
Skyward Group (Nasdaq: SKWD) is expanding ibott’s autonomous vehicle insurance capabilities directly into the U.S. primary market, adding insurance solutions for customers.
The expansion addresses risks across vehicle manufacturers, autonomous driving system developers and fleet operators. It connects ibott’s specialized underwriting, technology and data expertise with Skyward Group’s distribution capabilities and market access. Ibott, part of the Group’s Apollo business, brings more than a decade of experience developing insurance for autonomy and digital-economy exposures.
Skyward Specialty (SKWD) announced three senior hires to expand its Inland Marine insurance unit. Industry veteran Jon Kattman will lead the Inland Marine team, bringing two decades of experience from roles at Sompo, Aspen, The Hanover Insurance Group, Liberty Mutual Insurance and U.S. Assure. Jared Lester joins as vice president of Inland Marine, adding 16 years of experience from The Hanover Insurance Group and Sompo. Casie Derrick joins as assistant vice president, contributing 20 years of underwriting expertise across inland marine and related property risks from Berkley Fire & Marine, The Hartford and AGCS Marine Insurance Company.
Skyward Group (Nasdaq: SKWD) announced a planned CFO transition, with current Chief Financial Officer Mark Haushill retiring effective March 31, 2027 after more than 10 years at the company. To support continuity, he will remain a Senior Advisor through the end of 2027.
Taryn McHarg, currently CFO of Apollo and Skyward Group Deputy CFO, will assume the CFO role upon Haushill’s retirement. According to Skyward Group, McHarg brings extensive financial and industry experience, including prior senior roles at Apollo, BUPA and Ernst & Young.
Skyward Group (Nasdaq: SKWD) reported second quarter 2026 results with strong premium growth and profitability. Managed premiums rose 17.5% to $1.06 billion and total gross written premiums increased 13.3% to $740.6 million, including 28.8% growth in fee-generating gross written premiums to $318.1 million.
Net income for the quarter was $49.0 million and net operating income was $59.2 million. Diluted operating earnings per share were $1.30, while the combined ratio was 89.5% and the ex-cat combined ratio 87.6%. For the first half of 2026, annualized ROE and operating ROE were 17.3% and 20.4%, respectively. Book value per share reached $28.55, up 14.6% from December 31, 2025. The company repurchased 223 thousand shares for $9.7 million and increased its share repurchase authorization from $50 million to $100 million.
Apollo, a Skyward Group company (Nasdaq: SKWD), has appointed David Burke as class lead for its product recall line, underscoring continued investment in specialist underwriting talent. Burke will shape underwriting strategy, support expansion of the recall business, and help diversify beyond Apollo’s established automotive recall capabilities into other recall sectors.
Burke joins from Hiscox, where he led the product recall unit over the past decade and became a partner in 2021. According to Apollo, this hire builds on its strong recall market position, supported by a second-place ranking in Gracechurch’s 2026 London’s Leading Underwriters Report.
Skyward Specialty (NASDAQ: SKWD) plans to release its Q2 2026 earnings results, including Apollo Group Holdings Ltd., after market close on Tuesday, August 4, 2026, on its investor website.
The company will host an earnings call on Wednesday, August 5, 2026, at 9:00 a.m. EST, available via live webcast and registered conference call, with a replay posted about two hours after the event.
Skyward Specialty (Nasdaq: SKWD) appointed Melissa Goto as President, E&S Brokerage and Inland Marine, leading strategic development of these businesses.
Goto brings 25+ years of specialty P&C underwriting and leadership experience, with prior senior roles at Intact Insurance, Chubb, and Travelers.