(State or other jurisdiction of incorporation or organization) | (Commission File Number) | (I.R.S. Employer Identification Number) | ||||||
(Address of principal executive offices and zip code) | (Zip Code) | |||||||
( | ||||||||
(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 | ||||||
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: | October 29, 2025 | /s/ Mark Haushill | |||||||||
| Mark Haushill | |||||||||||
| Chief Financial Officer | |||||||||||

(1) See “Reconciliation of Non-GAAP Financial Measures” | ||||||||||||||||||||
| Premiums | ||||||||||||||||||||||||||||||||||||||
| ($ in thousands) | Three months ended September 30, | Nine months ended September 30, | ||||||||||||||||||||||||||||||||||||
| unaudited | 2025 | 2024 | % Change | 2025 | 2024 | % Change | ||||||||||||||||||||||||||||||||
| Gross written premiums | $ | 606,509 | $ | 400,014 | 51.6% | $ | 1,726,749 | $ | 1,354,877 | 27.4% | ||||||||||||||||||||||||||||
| Ceded written premiums | $ | (165,342) | $ | (131,692) | 25.6% | $ | (603,098) | $ | (502,326) | 20.1% | ||||||||||||||||||||||||||||
| Net retention | 72.7% | 67.1% | NM (1) | 65.1% | 62.9% | NM (1) | ||||||||||||||||||||||||||||||||
| Net written premiums | $ | 441,167 | $ | 268,322 | 64.4 | % | $ | 1,123,651 | $ | 852,551 | 31.8% | |||||||||||||||||||||||||||
| Net earned premiums | $ | 351,797 | $ | 269,557 | 30.5 | % | $ | 947,705 | $ | 763,482 | 24.1% | |||||||||||||||||||||||||||
(1) Not meaningful | ||||||||||||||||||||||||||||||||||||||
| Combined Ratio | Three months ended September 30, | Nine months ended September 30, | ||||||||||||||||||||||||
| (unaudited) | 2025 | 2024 | 2025 | 2024 | ||||||||||||||||||||||
Non-cat loss and LAE | 60.2 | % | 60.6 | % | 60.1 | % | 60.6 | % | ||||||||||||||||||
Cat loss and LAE(1) | 0.6% | 2.8 | % | 1.3 | % | 1.5 | % | |||||||||||||||||||
Prior accident year development - LPT | 0.0 | % | (0.1)% | 0.0 | % | (0.1)% | ||||||||||||||||||||
| Loss Ratio | 60.8 | % | 63.3 | % | 61.4 | % | 62.0 | % | ||||||||||||||||||
| Net policy acquisition costs | 14.0 | % | 13.9 | % | 14.6 | % | 13.9 | % | ||||||||||||||||||
| Other operating and general expenses | 14.9 | % | 15.7 | % | 14.3 | % | 15.8 | % | ||||||||||||||||||
| Commission and fee income | (0.5) | % | (0.7) | % | (0.7) | % | (0.8) | % | ||||||||||||||||||
| Expense ratio | 28.4 | % | 28.9 | % | 28.2 | % | 28.9 | % | ||||||||||||||||||
| Combined ratio | 89.2 | % | 92.2 | % | 89.6 | % | 90.9 | % | ||||||||||||||||||
Ex-Cat Combined Ratio(2) | 88.6 | % | 89.4 | % | 88.3 | % | 89.4 | % | ||||||||||||||||||
(1) Current accident year | ||||||||||||||||||||||||||
(2) Defined as the combined ratio excluding cat loss and LAE(1) | ||||||||||||||||||||||||||
| Net Investment Income | ||||||||||||||||||||||||||
| $ in thousands | Three months ended September 30, | Nine months ended September 30, | ||||||||||||||||||||||||
| (unaudited) | 2025 | 2024 | 2025 | 2024 | ||||||||||||||||||||||
| Short-term investments & cash and cash equivalents | $ | 4,130 | $ | 4,537 | $ | 12,745 | $ | 13,645 | ||||||||||||||||||
Fixed income | 20,806 | 15,458 | 55,358 | 41,722 | ||||||||||||||||||||||
Equities | 133 | 596 | 1,321 | 1,974 | ||||||||||||||||||||||
Alternative & strategic investments | (2,889) | (1,056) | (9,317) | 2,525 | ||||||||||||||||||||||
Net investment income | $ | 22,180 | $ | 19,535 | $ | 60,107 | $ | 59,866 | ||||||||||||||||||
Net unrealized (losses) gains on securities still held | $ | (8,987) | $ | 8,378 | $ | (6,677) | $ | 15,609 | ||||||||||||||||||
Net realized gains | 15,868 | 1,795 | 23,597 | 1,146 | ||||||||||||||||||||||
| Net investment gains | $ | 6,881 | $ | 10,173 | $ | 16,920 | $ | 16,755 | ||||||||||||||||||
| Consolidated Balance Sheets | ||||||||||||||
| ($ in thousands, except share and per share amounts) | ||||||||||||||
| (unaudited) | September 30, 2025 | December 31, 2024 | ||||||||||||
| Assets | ||||||||||||||
| Investments: | ||||||||||||||
| Fixed maturity securities, available-for-sale, at fair value (net of allowance for credit losses of $7,000 and $0, respectively) (amortized cost of $1,800,068 and $1,320,266, respectively) | $ | 1,805,218 | $ | 1,292,218 | ||||||||||
| Fixed maturity securities, held-to-maturity, at amortized cost (net of allowance for credit losses of $236 and $243, respectively) | 34,568 | 39,153 | ||||||||||||
| Equity securities, at fair value | 1,182 | 106,254 | ||||||||||||
| Mortgage loans, at fair value | 9,998 | 26,490 | ||||||||||||
| Equity method investments | 85,368 | 98,594 | ||||||||||||
| Other long-term investments | 50,078 | 33,182 | ||||||||||||
| Short-term investments, at fair value | 247,376 | 274,929 | ||||||||||||
| Total investments | 2,233,788 | 1,870,820 | ||||||||||||
| Cash and cash equivalents | 160,068 | 121,603 | ||||||||||||
| Restricted cash | 38,197 | 35,922 | ||||||||||||
| Premiums receivable, net | 583,148 | 321,641 | ||||||||||||
| Reinsurance recoverables, net | 923,406 | 857,876 | ||||||||||||
| Ceded unearned premium | 276,354 | 203,901 | ||||||||||||
| Deferred policy acquisition costs | 144,932 | 113,183 | ||||||||||||
| Deferred income taxes | 28,022 | 30,486 | ||||||||||||
| Goodwill and intangible assets, net | 88,417 | 87,348 | ||||||||||||
| Other assets | 117,714 | 86,698 | ||||||||||||
| Total assets | $ | 4,594,046 | $ | 3,729,478 | ||||||||||
| Liabilities and stockholders’ equity | ||||||||||||||
| Liabilities: | ||||||||||||||
| Reserves for losses and loss adjustment expenses | $ | 2,061,774 | $ | 1,782,383 | ||||||||||
| Unearned premiums | 885,669 | 637,185 | ||||||||||||
| Deferred ceding commission | 50,995 | 40,434 | ||||||||||||
| Reinsurance and premium payables | 276,750 | 177,070 | ||||||||||||
| Funds held for others | 123,304 | 102,665 | ||||||||||||
| Accounts payable and accrued liabilities | 114,570 | 76,206 | ||||||||||||
| Notes payable | 100,000 | 100,000 | ||||||||||||
| Subordinated debt, net of debt issuance costs | 19,561 | 19,536 | ||||||||||||
| Total liabilities | 3,632,623 | 2,935,479 | ||||||||||||
| Stockholders’ equity | ||||||||||||||
Common stock, $0.01 par value, 500,000,000 shares authorized, 40,487,365 and 40,127,908 shares issued and outstanding, respectively | 405 | 401 | ||||||||||||
| Additional paid-in capital | 727,561 | 718,598 | ||||||||||||
| Accumulated other comprehensive income | 9,539 | (22,120) | ||||||||||||
| Retained earnings | 223,918 | 97,120 | ||||||||||||
| Total stockholders’ equity | 961,423 | 793,999 | ||||||||||||
| Total liabilities and stockholders’ equity | $ | 4,594,046 | $ | 3,729,478 | ||||||||||
| Condensed Consolidated Statements of Operations and Comprehensive Income | ||||||||||||||||||||||||||
| ($ in thousands) | Three months ended September 30, | Nine months ended September 30, | ||||||||||||||||||||||||
| (unaudited) | 2025 | 2024 | 2025 | 2024 | ||||||||||||||||||||||
| Revenues: | ||||||||||||||||||||||||||
| Net earned premiums | $ | 351,797 | $ | 269,557 | $ | 947,705 | $ | 763,482 | ||||||||||||||||||
| Commission and fee income | 1,904 | 1,818 | 6,440 | 5,897 | ||||||||||||||||||||||
| Net investment income | 22,180 | 19,535 | 60,107 | 59,866 | ||||||||||||||||||||||
| Net investment gains | 6,881 | 10,173 | 16,920 | 16,755 | ||||||||||||||||||||||
| Other loss | (236) | (195) | (216) | (202) | ||||||||||||||||||||||
| Total revenues | 382,526 | 300,888 | 1,030,956 | 845,798 | ||||||||||||||||||||||
| Expenses: | ||||||||||||||||||||||||||
| Losses and loss adjustment expenses | 213,780 | 170,521 | 582,351 | 473,489 | ||||||||||||||||||||||
| Underwriting, acquisition and insurance expenses | 101,676 | 79,817 | 273,823 | 226,270 | ||||||||||||||||||||||
| Interest expense | 1,919 | 2,229 | 5,629 | 7,405 | ||||||||||||||||||||||
| Amortization expense | 455 | 351 | 1,164 | 1,099 | ||||||||||||||||||||||
| Other expenses | 4,149 | 1,117 | 6,212 | 3,350 | ||||||||||||||||||||||
| Total expenses | 321,979 | 254,035 | 869,179 | 711,613 | ||||||||||||||||||||||
| Income before income taxes | 60,547 | 46,853 | 161,777 | 134,185 | ||||||||||||||||||||||
| Income tax expense | 14,646 | 10,185 | 34,979 | 29,763 | ||||||||||||||||||||||
| Net income | $ | 45,901 | $ | 36,668 | $ | 126,798 | $ | 104,422 | ||||||||||||||||||
| Comprehensive income: | ||||||||||||||||||||||||||
| Net income | $ | 45,901 | $ | 36,668 | $ | 126,798 | $ | 104,422 | ||||||||||||||||||
| Other comprehensive income: | ||||||||||||||||||||||||||
| Unrealized gains and losses on investments: | ||||||||||||||||||||||||||
| Net change in unrealized gains on investments, net of tax | 6,740 | 31,396 | 30,000 | 24,527 | ||||||||||||||||||||||
| Reclassification adjustment for gains (losses) on securities no longer held, net of tax | 5,465 | (1,963) | 1,659 | (3,277) | ||||||||||||||||||||||
| Total other comprehensive income | 12,205 | 29,433 | 31,659 | 21,250 | ||||||||||||||||||||||
| Comprehensive income | $ | 58,106 | $ | 66,101 | $ | 158,457 | $ | 125,672 | ||||||||||||||||||
Share and Per Share Data | ||||||||||||||||||||||||||
| ($ in thousands, except share and per share amounts) | Three months ended September 30, | Nine months ended September 30, | ||||||||||||||||||||||||
| (unaudited) | 2025 | 2024 | 2025 | 2024 | ||||||||||||||||||||||
| Weighted average basic shares | 40,487,069 | 40,098,345 | 40,377,864 | 40,039,269 | ||||||||||||||||||||||
| Weighted average diluted shares | 41,868,449 | 41,428,557 | 41,784,976 | 41,302,108 | ||||||||||||||||||||||
| Basic earnings per share | $ | 1.13 | $ | 0.91 | $ | 3.14 | $ | 2.61 | ||||||||||||||||||
| Diluted earnings per share | $ | 1.10 | $ | 0.89 | $ | 3.03 | $ | 2.53 | ||||||||||||||||||
| Basic adjusted operating earnings per share | $ | 1.09 | $ | 0.73 | $ | 2.94 | $ | 2.33 | ||||||||||||||||||
| Diluted adjusted operating earnings per share | $ | 1.05 | $ | 0.71 | $ | 2.84 | $ | 2.26 | ||||||||||||||||||
Annualized ROE (1) | 19.7% | 19.3 | % | 19.3 | % | 19.1% | ||||||||||||||||||||
Annualized adjusted ROE (2) | 18.9 | % | 15.5 | % | 18.0 | % | 17.1 | % | ||||||||||||||||||
Annualized ROTE (3) | 21.8% | 21.8 | % | 21.4 | % | 21.7 | % | |||||||||||||||||||
Annualized adjusted ROTE (4) | 20.9 | % | 17.5 | % | 20.0 | % | 19.4 | % | ||||||||||||||||||
| September 30 | December 31 | |||||||||||||||||||||||||
| 2025 | 2024 | |||||||||||||||||||||||||
| Shares outstanding | 40,487,365 | 40,127,908 | ||||||||||||||||||||||||
| Fully diluted shares outstanding | 42,299,010 | 42,059,182 | ||||||||||||||||||||||||
| Book value per share | $ | 23.75 | $ | 19.79 | ||||||||||||||||||||||
| Fully diluted book value per share | $ | 22.73 | $ | 18.88 | ||||||||||||||||||||||
| Fully diluted tangible book value per share | $ | 20.64 | $ | 16.80 | ||||||||||||||||||||||
(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 adjusted ROE is adjusted 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 adjusted ROTE is adjusted 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 September 30, | Nine months ended September 30, | |||||||||||||||||||||||||||||||||||||||||||||
| (unaudited) | 2025 | 2024 | 2025 | 2024 | |||||||||||||||||||||||||||||||||||||||||||
| Pre-tax | After-tax | Pre-tax | After-tax | Pre-tax | After-tax | Pre-tax | After-tax | ||||||||||||||||||||||||||||||||||||||||
| Income as reported | $ | 60,547 | $ | 45,901 | $ | 46,853 | $ | 36,668 | $ | 161,777 | $ | 126,798 | $ | 134,185 | $ | 104,422 | |||||||||||||||||||||||||||||||
| Less (add): | |||||||||||||||||||||||||||||||||||||||||||||||
| Net investment gains | 6,881 | 5,217 | 10,173 | 8,037 | 16,920 | 13,262 | 16,755 | 13,236 | |||||||||||||||||||||||||||||||||||||||
| Net impact of loss portfolio transfer | — | — | 318 | 251 | — | — | 800 | 632 | |||||||||||||||||||||||||||||||||||||||
| Other loss | (236) | (179) | (195) | (154) | (216) | (169) | (202) | (160) | |||||||||||||||||||||||||||||||||||||||
| Other expenses | (4,149) | (3,145) | (1,117) | (882) | (6,212) | (4,869) | (3,350) | (2,647) | |||||||||||||||||||||||||||||||||||||||
| Adjusted operating income | $ | 58,051 | $ | 44,008 | $ | 37,674 | $ | 29,416 | $ | 151,285 | $ | 118,574 | $ | 120,182 | $ | 93,361 | |||||||||||||||||||||||||||||||
| ($ in thousands) | Three months ended September 30, | Nine months ended September 30, | ||||||||||||||||||||||||
| (unaudited) | 2025 | 2024 | 2025 | 2024 | ||||||||||||||||||||||
| Income before income taxes | $ | 60,547 | $ | 46,853 | $ | 161,777 | $ | 134,185 | ||||||||||||||||||
| Add: | ||||||||||||||||||||||||||
| Interest expense | 1,919 | 2,229 | 5,629 | 7,405 | ||||||||||||||||||||||
| Amortization expense | 455 | 351 | 1,164 | 1,099 | ||||||||||||||||||||||
| Other expenses | 4,149 | 1,117 | 6,212 | 3,350 | ||||||||||||||||||||||
| Less (Add): | ||||||||||||||||||||||||||
| Net investment income | 22,180 | 19,535 | 60,107 | 59,866 | ||||||||||||||||||||||
| Net investment gains | 6,881 | 10,173 | 16,920 | 16,755 | ||||||||||||||||||||||
| Other loss | (236) | (195) | (216) | (202) | ||||||||||||||||||||||
| Underwriting income | $ | 38,245 | $ | 21,037 | $ | 97,971 | $ | 69,620 | ||||||||||||||||||
| ($ in thousands) | September 30, | December 31, | ||||||||||||||||||
| (unaudited) | 2025 | 2024 | 2024 | |||||||||||||||||
Stockholders’ equity | $ | 961,423 | $ | 797,507 | $ | 793,999 | ||||||||||||||
| Less: Goodwill and intangible assets | 88,417 | 87,607 | 87,348 | |||||||||||||||||
Tangible stockholders’ equity | $ | 873,006 | $ | 709,900 | $ | 706,651 | ||||||||||||||
| Three months ended September 30, | Nine months ended September 30, | |||||||||||||||||||||||||||||||||||||
| ($ in thousands) | 2025 | 2024 | % Change | 2025 | 2024 | % Change | ||||||||||||||||||||||||||||||||
| Accident & Health | $ | 63,147 | $ | 43,490 | 45.2 | % | $ | 186,805 | $ | 128,479 | 45.4 | % | ||||||||||||||||||||||||||
| Agriculture and Credit (Re)insurance | 168,105 | 17,044 | 886.3 | % | 327,525 | 96,957 | 237.8 | % | ||||||||||||||||||||||||||||||
| Captives | 67,956 | 53,630 | 26.7 | % | 213,318 | 184,137 | 15.8 | % | ||||||||||||||||||||||||||||||
| Construction & Energy Solutions | 66,576 | 70,309 | (5.3)% | 215,760 | 222,745 | (3.1)% | ||||||||||||||||||||||||||||||||
| Global Property | 27,649 | 37,540 | (26.3) | % | 158,327 | 183,083 | (13.5) | % | ||||||||||||||||||||||||||||||
| Professional Lines | 35,598 | 40,310 | (11.7) | % | 114,911 | 120,655 | (4.8) | % | ||||||||||||||||||||||||||||||
| Specialty Programs | 82,771 | 54,434 | 52.1 | % | 231,401 | 166,256 | 39.2 | % | ||||||||||||||||||||||||||||||
| Surety | 43,737 | 34,592 | 26.4 | % | 122,272 | 106,076 | 15.3 | % | ||||||||||||||||||||||||||||||
| Transactional E&S | 50,950 | 48,665 | 4.7 | % | 156,417 | 146,506 | 6.8 | % | ||||||||||||||||||||||||||||||
Total gross written premiums(1) | $ | 606,489 | $ | 400,014 | 51.6% | $ | 1,726,736 | $ | 1,354,894 | 27.4% | ||||||||||||||||||||||||||||
(1) Excludes exited business | ||||||||||||||||||||||||||||||||||||||
| Twelve months ended September 30, 2025 | ||||||||||||||
| ($ in thousands) | 2025 | % of Total | ||||||||||||
| Accident & Health | $ | 231,399 | 10.9 | % | ||||||||||
| Agriculture and Credit (Re)insurance | 348,638 | 16.5 | % | |||||||||||
| Captives | 271,083 | 12.8 | % | |||||||||||
| Construction & Energy Solutions | 289,597 | 13.7 | % | |||||||||||
| Global Property | 177,039 | 8.4 | % | |||||||||||
| Professional Lines | 154,041 | 7.3 | % | |||||||||||
| Specialty Programs | 283,552 | 13.4 | % | |||||||||||
| Surety | 160,161 | 7.6 | % | |||||||||||
| Transactional E&S | 199,581 | 9.4 | % | |||||||||||
Total gross written premiums(1) | $ | 2,115,091 | 100.0 | % | ||||||||||
(1) Excludes exited business | ||||||||||||||