Delaware (State or other jurisdiction of incorporation or organization) | 001-41591 (Commission File Number) | 14-1957288 (I.R.S. Employer Identification Number) | ||||||
800 Gessner Road, Suite 600 Houston, Texas | 77024-4284 | |||||||
(Address of principal executive offices and zip code) | (Zip Code) | |||||||
(713) 935-4800 | ||||||||
(Registrant's telephone number, including area code) | ||||||||
☐ | Written communications pursuant to Rule 425 under the Securities Act (17 CFR 230.425) | ||||
☐ | Soliciting material pursuant to Rule 14a-12 under the Exchange Act (17 CFR 240.14a-12) | ||||
☐ | Pre-commencement communications pursuant to Rule 14d-2(b) under the Exchange Act (17 CFR 240.14d-2(b)) | ||||
☐ | Pre-commencement communications pursuant to Rule 13e-4(c) under the Exchange Act (17 CFR 240.13e-4(c)) | ||||
Securities registered pursuant to Section 12(b) of the Act: | ||||||||
Title of each class | Trading Symbol | Name of each exchange on which registered | ||||||
Common stock, par value $0.01 | SKWD | The Nasdaq Stock Market LLC | ||||||
Emerging growth company | ☐ | ||||
Item 2.02. | Results of Operations and Financial Condition | |||||||
Item 9.01. | Financial Statements and Exhibits | |||||||
(d) | Exhibits | |||||||
Exhibit No. | Description | |||||||
99.1 | ||||||||
104.1 | Cover Page Interactive Data File (embedded within the Inline XBRL document) | |||||||
SKYWARD SPECIALTY INSURANCE GROUP, INC. | |||||||||||
Date: | May 6, 2026 | /s/ Mark Haushill | |||||||||
Mark Haushill | |||||||||||
Chief Financial Officer | |||||||||||

(1) See “Reconciliation of Non-GAAP Financial Measures” | ||||||||||||||||||||
(2) Select first quarter 2025 metrics for the Skyward Group and Apollo are presented on a pro forma basis for comparative purposes only and are not necessarily indicative of the operating results that Skyward Group would have recognized had the acquisition actually been completed on January 1, 2025. Pro forma information is unaudited. | ||||||||||||||||||||
Premiums | ||||||||||||||||||||||||||||||||||||||
($ in thousands) | Three months ended March 31, | |||||||||||||||||||||||||||||||||||||
unaudited | 2026 | 2025 | ||||||||||||||||||||||||||||||||||||
Skyward Specialty | Apollo | Total | Skyward Specialty | Apollo(1) | Total(1) | |||||||||||||||||||||||||||||||||
Gross written premiums | $ | 581,804 | $ | 85,900 | $ | 667,704 | $ | 535,326 | $ | 72,390 | $ | 607,716 | ||||||||||||||||||||||||||
Ceded written premiums | $ | (210,775) | $ | (24,046) | $ | (234,821) | $ | (192,055) | $ | — | $ | (192,055) | ||||||||||||||||||||||||||
Net retention | 63.8% | 72.0% | 64.8% | 64.1% | —% | —% | ||||||||||||||||||||||||||||||||
Net written premiums | $ | 371,029 | $ | 61,854 | $ | 432,883 | $ | 343,271 | $ | — | $ | 343,271 | ||||||||||||||||||||||||||
Net earned premiums | $ | 363,943 | $ | 70,064 | $ | 434,007 | $ | 300,366 | $ | — | $ | 300,366 | ||||||||||||||||||||||||||
(1) Select first quarter 2025 metrics for the Skyward Group and Apollo are presented on a pro forma basis for comparative purposes only and are not necessarily indicative of the operating results that Skyward Group would have recognized had the acquisition actually been completed on January 1, 2025. Pro forma information is unaudited | ||||||||||||||||||||||||||||||||||||||
Net Investment Income | ||||||||||||||
$ in thousands | Three months ended March 31, | |||||||||||||
(unaudited) | 2026 | 2025 | ||||||||||||
Short-term investments | $ | 2,488 | $ | 3,201 | ||||||||||
Cash and cash equivalents | 1,659 | 924 | ||||||||||||
Fixed income | 27,365 | 16,730 | ||||||||||||
Alternative & strategic investments | (4,457) | (1,433) | ||||||||||||
Net investment income | $ | 27,055 | $ | 19,422 | ||||||||||
Net unrealized gains on securities still held | $ | 1,775 | $ | 5,492 | ||||||||||
Net realized gains | 1,410 | 1,258 | ||||||||||||
Net investment gains | $ | 3,185 | $ | 6,750 | ||||||||||
Consolidated Balance Sheets | ||||||||||||||
($ in thousands, except share and per share amounts) | ||||||||||||||
(unaudited) | March 31, 2026 | December 31, 2025 | ||||||||||||
Assets | ||||||||||||||
Investments: | ||||||||||||||
Fixed maturity securities, available-for-sale, at fair value (net of allowance for credit losses of $6,500 and $7,000, respectively) (amortized cost of $2,208,212 and $1,848,755, respectively) | $ | 2,195,107 | $ | 1,856,303 | ||||||||||
Fixed maturity securities, held-to-maturity, at amortized cost (net of allowance for credit losses of $301 and $468, respectively) | 30,094 | 32,822 | ||||||||||||
Equity securities, at fair value | 1,140 | 1,174 | ||||||||||||
Mortgage loans, at fair value | 9,088 | 9,902 | ||||||||||||
Equity method investments | 72,101 | 77,365 | ||||||||||||
Other long-term investments | 50,297 | 58,650 | ||||||||||||
Short-term investments, at fair value | 386,514 | 264,299 | ||||||||||||
Total investments | 2,744,341 | 2,300,515 | ||||||||||||
Cash and cash equivalents | 255,910 | 168,544 | ||||||||||||
Restricted cash | 60,521 | 30,570 | ||||||||||||
Funds at Lloyd’s | 108,846 | 2,509 | ||||||||||||
Options, at fair value | 24,401 | 34,857 | ||||||||||||
Premiums and commissions receivable, net | 830,509 | 544,217 | ||||||||||||
Reinsurance recoverables, net | 1,336,937 | 1,119,880 | ||||||||||||
Ceded unearned premium | 314,850 | 238,948 | ||||||||||||
Deferred policy acquisition costs and VOBA | 193,703 | 136,100 | ||||||||||||
Deferred tax assets | 44,138 | 27,865 | ||||||||||||
Goodwill and intangible assets, net | 473,316 | 88,040 | ||||||||||||
Other assets | 160,005 | 99,807 | ||||||||||||
Total assets | $ | 6,547,477 | $ | 4,791,852 | ||||||||||
Liabilities and stockholders’ equity | ||||||||||||||
Liabilities: | ||||||||||||||
Reserves for losses and loss adjustment expenses | $ | 2,918,903 | $ | 2,318,894 | ||||||||||
Unearned premiums | 1,014,666 | 774,035 | ||||||||||||
Deferred ceding commission | 49,035 | 46,453 | ||||||||||||
Reinsurance and premium payables | 479,412 | 279,888 | ||||||||||||
Funds held for others | 157,380 | 128,003 | ||||||||||||
Deferred tax liabilities | 68,466 | — | ||||||||||||
Accounts payable and accrued liabilities | 148,737 | 115,034 | ||||||||||||
Notes payable | 466,418 | 100,411 | ||||||||||||
Subordinated debt, net of debt issuance costs | 19,577 | 19,569 | ||||||||||||
Total liabilities | 5,322,594 | 3,782,287 | ||||||||||||
Stockholders’ equity | ||||||||||||||
Common stock, $0.01 par value, 500,000,000 shares authorized, 44,728,087 shares issued and 44,543,065 shares outstanding at March 31, 2026; 40,511,222 shares issued and outstanding at December 31, 2025 | 484 | 405 | ||||||||||||
Treasury stock, at cost, 185,022 and 0 shares, respectively | (8,665) | — | ||||||||||||
Additional paid-in capital | 922,311 | 730,555 | ||||||||||||
Accumulated other comprehensive (loss) income | (6,126) | 11,457 | ||||||||||||
Retained earnings | 316,879 | 267,148 | ||||||||||||
Total stockholders’ equity | 1,224,883 | 1,009,565 | ||||||||||||
Total liabilities and stockholders’ equity | $ | 6,547,477 | $ | 4,791,852 | ||||||||||
Condensed Consolidated Statements of Operations and Comprehensive Income | ||||||||||||||
($ in thousands) | Three months ended March 31, | |||||||||||||
(unaudited) | 2026 | 2025 | ||||||||||||
Revenues: | ||||||||||||||
Net earned premiums | $ | 434,007 | $ | 300,366 | ||||||||||
Underwriting fee income | 10,078 | — | ||||||||||||
Commission and fee income | 1,527 | 1,976 | ||||||||||||
Net investment income | 27,055 | 19,422 | ||||||||||||
Net investment gains | 3,185 | 6,750 | ||||||||||||
Other income | 15 | 13 | ||||||||||||
Total revenues | 475,867 | 328,527 | ||||||||||||
Expenses: | ||||||||||||||
Losses and loss adjustment expenses | 265,223 | 187,309 | ||||||||||||
Underwriting, acquisition and insurance expenses | 124,614 | 86,551 | ||||||||||||
Fee‑based service expenses | 4,170 | — | ||||||||||||
Interest expense | 7,719 | 1,834 | ||||||||||||
Amortization expense | 8,843 | 337 | ||||||||||||
Other expenses | 3,222 | 1,061 | ||||||||||||
Total expenses | 413,791 | 277,092 | ||||||||||||
Income before income taxes | 62,076 | 51,435 | ||||||||||||
Income tax expense | 12,345 | 9,377 | ||||||||||||
Net income | $ | 49,731 | $ | 42,058 | ||||||||||
Comprehensive income: | ||||||||||||||
Net income | $ | 49,731 | $ | 42,058 | ||||||||||
Other comprehensive (loss) income: | ||||||||||||||
Unrealized gains and losses on investments: | ||||||||||||||
Net change in unrealized (losses) gains on investments, net of tax | (17,217) | 12,255 | ||||||||||||
Reclassification adjustment for gains (losses) on securities no longer held, net of tax | 502 | (182) | ||||||||||||
Foreign currency translation adjustment | (868) | — | ||||||||||||
Total other comprehensive (loss) income | (17,583) | 12,073 | ||||||||||||
Comprehensive income | $ | 32,148 | $ | 54,131 | ||||||||||
Share and Per Share Data | ||||||||||||||
($ in thousands, except share and per share amounts) | Three months ended March 31, | |||||||||||||
(unaudited) | 2026 | 2025 | ||||||||||||
Weighted average basic shares | 44,463,167 | 40,196,416 | ||||||||||||
Weighted average diluted shares | 45,443,960 | 41,680,595 | ||||||||||||
Basic earnings per share | $ | 1.12 | $ | 1.05 | ||||||||||
Diluted earnings per share | $ | 1.09 | $ | 1.01 | ||||||||||
Basic operating earnings per share | $ | 1.28 | $ | 0.93 | ||||||||||
Diluted operating earnings per share | $ | 1.25 | $ | 0.90 | ||||||||||
Annualized ROE (1) | 17.8 | % | 20.5% | |||||||||||
Annualized operating ROE (2) | 20.3 | % | 18.3 | % | ||||||||||
Annualized ROTE (3) | 22.9 | % | 22.9 | % | ||||||||||
Annualized operating ROTE (4) | 26.2 | % | 20.5 | % | ||||||||||
March 31, | December 31, | |||||||||||||
2026 | 2025 | |||||||||||||
Shares outstanding | 44,543,065 | 40,511,222 | ||||||||||||
Fully diluted shares outstanding | 46,753,737 | 42,292,371 | ||||||||||||
Book value per share | $ | 27.50 | $ | 24.92 | ||||||||||
Fully diluted book value per share | $ | 26.20 | $ | 23.87 | ||||||||||
(1) Annualized ROE is net income expressed on an annualized basis as a percentage of average beginning and ending stockholders' equity during the period. | ||||||||||||||
(2) Annualized operating ROE is operating income expressed on an annualized basis as a percentage of average beginning and ending stockholders' equity during the period. | ||||||||||||||
(3) Annualized ROTE is net income expressed on an annualized basis as a percentage of average beginning and ending tangible stockholders' equity during the period. | ||||||||||||||
(4) Annualized operating ROTE is operating income expressed on an annualized basis as a percentage of average beginning and ending tangible stockholders' equity during the period. | ||||||||||||||
($ in thousands) | Three months ended March 31, | |||||||||||||||||||||||||
(unaudited) | 2026 | 2025 | ||||||||||||||||||||||||
Pre-tax | After-tax | Pre-tax | After-tax | |||||||||||||||||||||||
Income as reported | $ | 62,076 | $ | 49,731 | $ | 51,435 | $ | 42,058 | ||||||||||||||||||
Less (add): | ||||||||||||||||||||||||||
Net investment gains | 3,185 | 2,552 | 6,841 | 5,594 | ||||||||||||||||||||||
Amortization expense | (8,843) | (7,084) | (337) | (276) | ||||||||||||||||||||||
Other income | 15 | 12 | 13 | 11 | ||||||||||||||||||||||
Other expenses | (3,222) | (2,581) | (1,061) | (868) | ||||||||||||||||||||||
Operating income | $ | 70,941 | $ | 56,832 | $ | 45,979 | $ | 37,597 | ||||||||||||||||||
($ in thousands) | Three months ended March 31, | |||||||||||||
(unaudited) | 2026 | 2025 | ||||||||||||
Income before income taxes | $ | 62,076 | $ | 51,435 | ||||||||||
Add: | ||||||||||||||
Interest expense | 7,719 | 1,834 | ||||||||||||
Amortization expense | 8,843 | 337 | ||||||||||||
Other expenses | 3,222 | 1,061 | ||||||||||||
Less: | ||||||||||||||
Net investment income | 27,055 | 19,422 | ||||||||||||
Net investment gains | 3,185 | 6,750 | ||||||||||||
Other income | 15 | 13 | ||||||||||||
Underwriting income | $ | 51,605 | $ | 28,482 | ||||||||||
($ in thousands) | March 31, | December 31, | ||||||||||||||||||
(unaudited) | 2026 | 2025 | 2025 | |||||||||||||||||
Stockholders’ equity | $ | 1,224,883 | $ | 850,721 | $ | 1,009,565 | ||||||||||||||
Less: Goodwill and intangible assets | 473,316 | 87,089 | 88,040 | |||||||||||||||||
Add: Deferred tax impact | 65,500 | — | — | |||||||||||||||||
Tangible stockholders’ equity | $ | 817,067 | $ | 763,632 | $ | 921,525 | ||||||||||||||
($ in thousands) | Three months ended March 31, | |||||||||||||||||||
2026 | 2025 | % Change | ||||||||||||||||||
Skyward Specialty Segment | ||||||||||||||||||||
Accident & Health | $ | 92,009 | $ | 63,169 | 45.7 | % | ||||||||||||||
Captives | 57,914 | 66,929 | (13.5) | % | ||||||||||||||||
Credit & Surety | 64,174 | 45,028 | 42.5 | % | ||||||||||||||||
Energy Solutions | 48,866 | 75,594 | (35.4)% | |||||||||||||||||
Global Agriculture | 102,352 | 80,617 | 27.0 | % | ||||||||||||||||
Global Property | 34,517 | 46,686 | (26.1) | % | ||||||||||||||||
Professional Lines | 36,228 | 40,217 | (9.9) | % | ||||||||||||||||
Specialty Programs | 94,767 | 62,675 | 51.2 | % | ||||||||||||||||
Transactional E&S | 50,064 | 52,006 | (3.7) | % | ||||||||||||||||
Total continuing business | 580,891 | 532,921 | 9.0% | |||||||||||||||||
Exited business | 913 | 2,405 | (62.0) | % | ||||||||||||||||
Total Skyward Specialty Segment gross written premiums | 581,804 | 535,326 | 8.7% | |||||||||||||||||
Apollo Segment(1) | ||||||||||||||||||||
Syndicate 1969 | 65,008 | 53,449 | 21.6 | % | ||||||||||||||||
Syndicate 1971 | 20,892 | 18,941 | 10.3 | % | ||||||||||||||||
Total Apollo Segment gross written premiums | 85,900 | 72,390 | 18.7% | |||||||||||||||||
Total gross written premiums(1) | $ | 667,704 | $ | 607,716 | 9.9% | |||||||||||||||
(1) Prior year information is pro forma | ||||||||||||||||||||
($ in thousands) | Three Months Ended March 31, 2026 | ||||||||||||||||||||||
Skyward Specialty | Apollo | Corporate | Total | ||||||||||||||||||||
Revenues: | |||||||||||||||||||||||
Net earned premiums | $ | 363,943 | $ | 70,064 | $ | — | $ | 434,007 | |||||||||||||||
Underwriting fee income | — | 10,078 | — | 10,078 | |||||||||||||||||||
Commission and fee income | 1,527 | — | — | 1,527 | |||||||||||||||||||
Net investment income | — | — | 27,055 | 27,055 | |||||||||||||||||||
Net investment gains | — | — | 3,185 | 3,185 | |||||||||||||||||||
Other income | — | — | 15 | 15 | |||||||||||||||||||
Total revenues | 365,470 | 80,142 | 30,255 | 475,867 | |||||||||||||||||||
Expenses: | |||||||||||||||||||||||
Losses and loss adjustment expenses | 228,231 | 36,992 | — | 265,223 | |||||||||||||||||||
Underwriting, acquisition and insurance expenses | 96,963 | 22,742 | 4,909 | 124,614 | |||||||||||||||||||
Fee‑based service expenses | — | 4,170 | — | 4,170 | |||||||||||||||||||
Interest expense | — | — | 7,719 | 7,719 | |||||||||||||||||||
Amortization expense | — | — | 8,843 | 8,843 | |||||||||||||||||||
Other expenses | — | — | 3,222 | 3,222 | |||||||||||||||||||
Total expenses | 325,194 | 63,904 | 24,693 | 413,791 | |||||||||||||||||||
Income before income taxes | $ | 40,276 | $ | 16,238 | $ | 5,562 | $ | 62,076 | |||||||||||||||
Underwriting Income | $ | 40,276 | $ | 16,238 | $ | — | $ | 51,605 | |||||||||||||||
Combined Ratio | |||||||||||||||||||||||
Non-cat loss and LAE | 60.6 | % | 52.8 | % | — | % | 59.3 | % | |||||||||||||||
Cat loss and LAE | 2.1 | % | — | % | — | % | 1.8 | % | |||||||||||||||
Loss Ratio | 62.7 | % | 52.8 | % | — | % | 61.1 | % | |||||||||||||||
Net policy acquisition costs | 14.0 | % | 12.2 | % | — | % | 13.9 | % | |||||||||||||||
Other operating and general expenses | 12.6 | % | 20.3 | % | — | % | 13.8 | % | |||||||||||||||
Commission and fee income | (0.4) | % | — | % | — | % | (0.4) | % | |||||||||||||||
Corporate expenses | — | % | — | % | 1.1 | % | 1.1 | % | |||||||||||||||
Expense ratio | 26.2 | % | 32.5 | % | 1.1 | % | 28.4 | % | |||||||||||||||
Combined ratio | 88.9 | % | 85.3 | % | — | % | 89.5 | % | |||||||||||||||
Ex-Cat Combined Ratio | 86.8 | % | 85.3 | % | — | % | 87.7 | % | |||||||||||||||
($ in thousands) | Three Months Ended March 31, 2025 | |||||||||||||||||||
Skyward Specialty | Corporate | Total | ||||||||||||||||||
Revenues: | ||||||||||||||||||||
Net earned premiums | $ | 300,366 | $ | — | $ | 300,366 | ||||||||||||||
Commission and fee income | 1,976 | — | 1,976 | |||||||||||||||||
Net investment income | — | 19,422 | 19,422 | |||||||||||||||||
Net investment gains | — | 6,750 | 6,750 | |||||||||||||||||
Other income | — | 13 | 13 | |||||||||||||||||
Total revenues | 302,342 | 26,185 | 328,527 | |||||||||||||||||
Expenses: | ||||||||||||||||||||
Losses and loss adjustment expenses | 187,309 | — | 187,309 | |||||||||||||||||
Underwriting, acquisition and insurance expenses | 82,638 | 3,913 | 86,551 | |||||||||||||||||
Interest expense | — | 1,834 | 1,834 | |||||||||||||||||
Amortization expense | — | 337 | 337 | |||||||||||||||||
Other expenses | — | 1,061 | 1,061 | |||||||||||||||||
Total expenses | 269,947 | 7,145 | 277,092 | |||||||||||||||||
Income before income taxes | $ | 32,395 | $ | 19,040 | $ | 51,435 | ||||||||||||||
Underwriting Income | $ | 32,395 | $ | — | $ | 28,482 | ||||||||||||||
Combined Ratio | ||||||||||||||||||||
Non-cat loss and LAE | 60.2 | % | — | % | 60.2 | % | ||||||||||||||
Cat loss and LAE | 2.2 | % | — | % | 2.2 | % | ||||||||||||||
Loss Ratio | 62.4 | % | — | % | 62.4 | % | ||||||||||||||
Net policy acquisition costs | 14.8 | % | — | % | 14.8 | % | ||||||||||||||
Other operating and general expenses | 12.7 | % | — | % | 12.7 | % | ||||||||||||||
Commission and fee income | (0.7) | % | — | % | (0.7) | % | ||||||||||||||
Corporate expenses | — | % | 1.3 | % | 1.3 | % | ||||||||||||||
Expense ratio | 26.8 | % | 1.3 | % | 28.1 | % | ||||||||||||||
Combined ratio | 89.2 | % | — | % | 90.5 | % | ||||||||||||||
Ex-Cat Combined Ratio | 87.0 | % | — | % | 88.3 | % | ||||||||||||||