Skyward Specialty Insurance Group, Inc.
Business
Skyward Specialty Insurance Group, Inc. is a specialty insurance holding company that underwrites commercial property and casualty insurance on admitted and surplus lines, focusing on underserved or dislocated niche markets. It offers tailored insurance products and services including general and excess liability, professional liability (including cyber and media), commercial auto, property, agriculture, surety, workers’ compensation, accident & health, and specialty reinsurance. The company operates through one reportable segment composed of eight distinct underwriting divisions (e.g., Accident & Health, Captives, Global Property and Agriculture, Industry Solutions, Professional Lines, Programs, Surety, Transactional E&S). It distributes primarily in the United States through retail agents, wholesale brokers, program administrators, and captive managers.
Summary from filing dated 2025-03-03
Financials
Consolidated Statement of Income
| Concept | Trend | FY 2025 2025-12-31 | FY 2024 2024-12-31 | FY 2023 2023-12-31 | FY 2022 2022-12-31 | FY 2021 2021-12-31 |
|---|---|---|---|---|---|---|
| Net earned premiums | 1,305 | 1,057 | 829 | 616 | 500 | |
| Commission and fee income | 7 | 7 | 6 | 5 | 4 | |
| Net investment income | 84 | 81 | 40 | 37 | 25 | |
| Net investment gains | 22 | 6 | 11 | −16 | 17 | |
| Other loss | −587,000 | −167,000 | −632,000 | 1,000 | −445,000 | |
| Total revenues | 1,417 | 1,150 | 886 | 642 | 550 | |
| Losses and loss adjustment expenses | 795 | 670 | 515 | 403 | 354 | |
| Underwriting, acquisition and insurance expenses | 377 | 312 | 243 | 182 | 138 | |
| Transaction costs | 14 | 0 | 0 | — | — | |
| Interest expense | 8 | 9 | 10 | 6 | 5 | |
| Amortization expense | 2 | 2 | 2 | 2 | 2 | |
| Other expenses | 4 | 4 | 5 | 0 | — | |
| Total expenses | 1,200 | 997 | 776 | 593 | 502 | |
| Income before income taxes | 216 | 153 | 110 | 50 | 48 | |
| Income tax expense | 46 | 34 | 24 | 10 | 10 | |
| Net income | 170 | 119 | 86 | 39 | 38 | |
| Net income attributable to participating securities | 0 | 0 | 2 | 19 | 19 | |
| Net income attributable to common stockholders | 170 | 119 | 84 | 21 | 20 | |
| Net change in unrealized gains on investments, net of tax | 33 | 10 | 26 | −49 | −8 | |
| Reclassification adjustment for gains (losses) on securities no longer held, net of tax | 485,000 | −9 | −5 | 420,000 | 597,000 | |
| Total other comprehensive income | 34 | 833,000 | 21 | −48 | −8 | |
| Comprehensive income | 204 | 120 | 107 | −9 | 31 | |
| Basic earnings per share (in dollar per share) | 4.21 | 2.97 | 2.34 | 1.24 | 1.21 | |
| Diluted earnings per share (in dollar per share) | 4.07 | 2.87 | 2.24 | 1.21 | 1.18 | |
| Basic (in shares) | 40 | 40 | 36 | 17 | 16 | |
| Diluted (in shares) | 42 | 41 | 38 | 33 | 32 |
Consolidated Balance Sheet
| Concept | Trend | FY 2025 2025-12-31 | FY 2024 2024-12-31 | FY 2023 2023-12-31 | FY 2022 2022-12-31 | FY 2021 2021-12-31 |
|---|---|---|---|---|---|---|
| Fixed maturity securities, available-for-sale, at fair value (net of allowance for credit losses of $7,000 and $0, respectively) (amortized cost of $1,848,755 and $1,320,266, respectively) | 1,856 | 1,292 | 1,018 | 608 | 458 | |
| Fixed maturity securities, held-to-maturity, at amortized cost (net of allowance for credit losses of $468 and $243, respectively) | 33 | 39 | 43 | 52 | 47 | |
| Equity securities, at fair value | 1 | 106 | 118 | 120 | 118 | |
| Mortgage loans, at fair value | 10 | 26 | 50 | 52 | 30 | |
| Equity method investments | 77 | 99 | 111 | — | — | |
| Other long-term investments | 59 | 33 | 4 | 129 | 132 | |
| Short-term investments, at fair value | 264 | 275 | 270 | 121 | 164 | |
| Total investments | 2,301 | 1,871 | 1,614 | 1,082 | 949 | |
| Cash and cash equivalents | 169 | 122 | 66 | 45 | 42 | |
| Restricted cash | 31 | 36 | 34 | 80 | 65 | |
| Premiums receivable, net | 544 | 322 | 179 | 139 | 112 | |
| Reinsurance recoverables, net | 1,120 | 858 | 858 | 596 | 536 | |
| Ceded unearned premium | 239 | 204 | 186 | 158 | 138 | |
| Deferred policy acquisition costs | 136 | 113 | 92 | 69 | 59 | |
| Deferred income taxes | 28 | 30 | 22 | 36 | 34 | |
| Goodwill and intangible assets, net | 88 | 87 | 88 | 90 | 91 | |
| Other assets | 137 | 87 | 75 | 83 | 91 | |
| Total assets | 4,792 | 3,729 | 2,953 | 2,363 | 2,118 | |
| Reserves for losses and loss adjustment expenses | 2,319 | 1,782 | 1,315 | 1,142 | 980 | |
| Unearned premiums | 774 | 637 | 553 | 443 | 363 | |
| Deferred ceding commission | 46 | 40 | 37 | 30 | 31 | |
| Reinsurance and premium payables | 280 | 177 | 150 | 114 | 120 | |
| Funds held for others | 128 | 103 | 59 | 37 | 30 | |
| Accounts payable and accrued liabilities | 115 | 76 | 51 | 48 | 41 | |
| Carrying Value | 100 | 100 | 50 | 50 | 50 | |
| Subordinated debt, net of debt issuance costs | 20 | 20 | 79 | 79 | 79 | |
| Total liabilities | 3,782 | 2,935 | 2,292 | 1,942 | 1,692 | |
| Common stock, $0.01 par value, 500,000,000 shares authorized, 40,511,222 and 40,127,908 shares issued and outstanding, respectively | 405,000 | 401,000 | 399,000 | 168,000 | 168,000 | |
| Additional paid-in capital | 731 | 719 | 711 | 577 | 575 | |
| Accumulated other comprehensive income (loss) | 11 | −22 | −23 | −43 | 5 | |
| Retained earnings | 267 | 97 | −22 | −105 | −145 | |
| Total stockholders equity | 1,010 | 794 | 661 | 422 | 426 | |
| Total liabilities and stockholders equity | 4,792 | 3,729 | 2,953 | 2,363 | 2,118 |
Consolidated Statement of Cash Flows
| Concept | Trend | FY 2025 2025-12-31 | FY 2024 2024-12-31 | FY 2023 2023-12-31 | FY 2022 2022-12-31 | FY 2021 2021-12-31 |
|---|---|---|---|---|---|---|
| Net investment (gains) losses | −22 | −6 | −11 | 16 | −2 | |
| Depreciation and amortization expense | 4 | 3 | 4 | 4 | 6 | |
| Stock-based compensation expense | 12 | 9 | 9 | 2 | 522,000 | |
| Undistributed earnings (loss) from long-term investments | 10 | −6 | 7 | −16 | −11 | |
| Net change in fair value of derivatives | −35 | 0 | 0 | — | — | |
| Deferred income tax, net | −6 | −9 | 9 | 10 | 10 | |
| Premiums receivable, net | −223 | −142 | −40 | −27 | 2 | |
| Reinsurance recoverables, net | −262 | −262 | −17 | −45 | 1 | |
| Ceded unearned premium | −35 | −18 | −28 | −20 | 9 | |
| Deferred policy acquisition costs | −23 | −21 | −23 | −9 | −6 | |
| Federal income taxes | 2 | 5 | −2 | 0 | — | |
| Losses and loss adjustment expenses | 537 | 468 | 173 | 162 | 124 | |
| Unearned premiums | 137 | 85 | 110 | 79 | 21 | |
| Deferred ceding commission | 6 | 3 | 7 | −651,000 | −5 | |
| Reinsurance and premium payables | 103 | 27 | 36 | −6 | −4 | |
| Funds held for others | 25 | 44 | 22 | 7 | 3 | |
| Accounts payable and accrued liabilities | 37 | 19 | 2 | 8 | 1 | |
| Other, net | −28 | −13 | −5 | 5 | 7 | |
| Net cash provided by operating activities | 408 | 305 | 338 | 209 | 175 | |
| Purchase of fixed maturity securities, available-for-sale | −910 | −618 | −460 | −269 | −255 | |
| Purchase of illiquid investments | 0 | −75,000 | −2 | −5 | −48 | |
| Purchase of equity securities | −13 | −14 | −26 | −54 | −60 | |
| Purchase of equity method investments and other long-term investments | −7 | −32 | 0 | 0 | −16 | |
| Purchase of intangible assets and goodwill | −2 | 0 | −50,000 | — | — | |
| Investment in direct and indirect loans | 20 | 27 | 3 | −10 | — | |
| Purchase of property and equipment | −5 | −4 | −3 | −2 | −2 | |
| Proceeds from the sales of fixed maturity securities, available-for-sale | 198 | 217 | 27 | 14 | 135 | |
| Maturities, calls, transfers and paydowns of fixed maturity securities, available-for-sale | 184 | 123 | 49 | 45 | — | |
| Maturities, calls and paydowns of fixed maturity securities held-to-maturity | 4 | 6 | 11 | 0 | — | |
| Proceeds from the sales of equity securities | 127 | 38 | 40 | 37 | — | |
| Sales of and distributions from equity method and other long-term investments | 12 | 14 | 4 | 3 | — | |
| Change in short-term investments | 11 | −5 | −149 | 43 | — | |
| Change in receivable/payable for securities | 12 | 34,000 | 76,000 | 529,000 | −725,000 | |
| Cash provided by deposit accounting | 3 | 4 | 12 | 3 | −6 | |
| Net cash used in investment activities | −367 | −244 | −494 | −193 | −183 | |
| Employee share purchases | 0 | 0 | 1 | 2 | — | |
| Repayment of stock notes receivable | 0 | 6 | 0 | 0 | — | |
| Proceeds from long term borrowings | 43 | 107 | 50 | 0 | — | |
| Payments on long term borrowings and trust preferred | −43 | −117 | −50 | 0 | — | |
| Proceeds from initial public offering | 0 | 0 | 130 | 0 | — | |
| Net cash provided by (used in) financing activities | 411,000 | −4 | 131 | 2 | 1 | |
| Net increase (decrease) in cash and cash equivalents and restricted cash | 42 | 57 | −25 | 18 | −6 | |
| Cash paid for interest | 6 | 9 | 11 | 6 | 5 |