Press Release: Skyward Group Reports Second Quarter 2026 Results

Dow Jones
Aug 05

HOUSTON, Aug. 04, 2026 (GLOBE NEWSWIRE) -- Skyward Specialty Insurance Group, Inc. (Nasdaq: SKWD) ("Skyward Group" or the "Company") today reported second quarter 2026 results.

 
Summary Financial 
Data 
                   --------------  ------------  --------------  -------------- 
($ in thousands, 
except per share 
amounts)           Three months ended June 30,     Six months ended June 30, 
                   ---------------------------- 
unaudited               2026         2025(1)          2026          2025(1) 
                   --------------  ------------  --------------  -------------- 
Managed Premiums   $1,058,675      $900,849      $2,026,384      $1,710,234 
Gross written 
 premiums(2)       $  740,554      $653,861      $1,408,258      $1,248,431 
Fee generating 
 gross written 
 premiums(2)       $  318,121      $246,988      $  618,126      $  461,803 
Net written 
 premiums          $  485,616      $339,213      $  918,499      $  682,484 
Net income         $   49,038      $ 38,839      $   98,769      $   80,897 
Net operating 
 income(3)         $   59,198      $ 37,496      $  116,091      $   75,233 
Basic earnings 
 per share         $     1.10      $   0.96      $     2.22      $     2.01 
Diluted operating 
 earnings per 
 share             $     1.30      $   0.89      $     2.55      $     1.78 
Annualized ROE 
 (4)                     15.7%         17.7%           17.3%           19.1% 
Annualized 
 operating ROE 
 (5)                     19.0%         17.1%           20.4%           17.8% 
(1) Select second 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 
(2) Prior year pro forma gross written premiums are 
 adjusted for the impact of the change in participations. 
 See "Reconciliation of Non-GAAP Financial Measures". 
(3) See "Reconciliation of Non-GAAP Financial Measures" 
(4) Annualized ROE is net income expressed on an annualized 
 basis as a percentage of average beginning and ending 
 stockholders' equity during the period. 
(5) Annualized operating ROE is operating income expressed 
 on an annualized basis as a percentage of average 
 beginning and ending stockholders' equity during the 
 period. 
 
 

Highlights for the second quarter included:

   -- Managed premiums increased 17.5%(2) compared to 2025; 
 
   -- Gross written premiums increased 13.3%(1)(2) compared to 2025; 
 
   -- Combined ratio of 89.5%; 
 
   -- Ex-Cat combined ratio of 87.6%; 
 
   -- Repurchased 223 thousand shares of common stock for $9.7 million and 
      expanded the share repurchase authorization from $50 million to $100 
      million; 
 
   -- Annualized return on equity(4) and annualized operating return on 
      equity(5) of 17.3% and 20.4%, respectively, for the six months ended 
      June 30, 2026; and, 
 
   -- Book value per share of $28.55, an increase of 14.6% compared to December 
      31, 2025. 

Skyward Group Chairman and CEO Andrew Robinson commented, "We delivered another quarter of excellent results reflecting the strength, resilience and earnings power of our Rule Our Niche strategy, our uniquely diversified business portfolio, and disciplined execution. Diluted operating earnings per share of $1.30 increased 46% year over year, and our annualized operating return on equity of 20.4% for the first half of the year underscores our continued strong returns and outstanding earnings growth. Our combined ratio of 89.5%, inclusive of 1.9 points of catastrophe losses, again demonstrates the quality of our underwriting and disciplined risk management. Gross written premiums grew 13% and fee generating premiums grew 29% to $318 million in the quarter. Book value per share increased to $28.55 during the quarter. We believe we are exceptionally well positioned to continue to deliver top quartile results and long-term value for shareholders."

Results of Operations

Gross Written Premiums By Underwriting Division

 
($ in thousands)     Three months ended June 30,         Six months ended June 30, 
                   --------------------------------  ---------------------------------- 
                     2026       2025      % Change      2026        2025      % Change 
                   ---------  ---------  ----------  ----------  ----------  ---------- 
Skyward Specialty 
Segment 
   Accident & 
    Health         $ 95,456   $ 60,489     57.8%     $  187,465  $  123,658    51.6% 
   Captives          64,251     76,994    (16.6)%       122,165     143,923   (15.1)% 
   Credit & 
    Surety           63,759     55,131     15.6%        127,933     100,159    27.7% 
   Energy 
    Solutions        62,690     74,822    (16.2)%       111,556     150,416   (25.8)% 
   Global 
    Agriculture     111,939     57,179     95.8%        214,291     137,796    55.5% 
   Global 
    Property         71,109     83,992    (15.3)%       105,626     130,678   (19.2)% 
   Professional 
    Lines            34,978     37,555     (6.9)%        71,206      77,772    (8.4)% 
   Specialty 
    Programs        111,441     85,955     29.7%        206,208     148,630    38.7% 
   Transactional 
    E&S              52,296     53,461     (2.2)%       102,360     105,467    (2.9)% 
                    -------    -------                ---------   --------- 
      Total 
       continuing 
       business    $667,919   $585,578     14.1%      1,248,810   1,118,499    11.7% 
   Exited 
    business           (146)      (664)   (78.0)%           767       1,741   (55.9)% 
                    -------    -------                ---------   --------- 
      Total 
       Skyward 
       Specialty 
       Segment 
       gross 
       written 
       premiums    $667,773   $584,914     14.2%      1,249,577   1,120,240    11.5% 
                    -------    -------                ---------   --------- 
Apollo 
Segment(1)(2) 
   Syndicate 1969    59,431     55,207      7.7%        124,439      99,059    25.6% 
   Syndicate 1971    13,350     13,740     (2.8)%        34,242      29,132    17.5% 
                    -------    -------                ---------   --------- 
      Total 
       Apollo 
       Segment 
       gross 
       written 
       premiums      72,781     68,947      5.6%        158,681     128,191    23.8% 
                    -------    -------                ---------   --------- 
Total gross 
 written 
 premiums(1)(2)    $740,554   $653,861     13.3%     $1,408,258  $1,248,431    12.8% 
                    =======    =======                =========   ========= 
 
(1) Prior year information is pro forma. 
(2) Prior year information is adjusted for the impact 
 of the change in participations. See "Reconciliation 
 of Non-GAAP Financial Measures". 
 
 

Managed Premiums

Apollo provides managing agency services to nine syndicates within its Lloyd's platform. The capital-aligned syndicates, Syndicate 1969, Syndicate 1971 and Syndicate 1972, are wholly managed and partly capitalized by Apollo with Apollo retaining a portion of the underwriting risk via its Lloyd's Corporate Member, Apollo No. 16. Platform Partner syndicates are managed by Apollo on behalf of third--party partners and Apollo does not currently provide capital for underwriting of these syndicates. Apollo receives managing agency fees and performance--based income for their managing agency services from all syndicates on its Lloyd's platform.

 
($ in thousands)     Three months ended June 30,         Six months ended June 30, 
                   --------------------------------  ---------------------------------- 
                      2026       2025     % Change      2026        2025      % Change 
                   ----------  --------  ----------  ----------  ----------  ---------- 
Total gross 
 written 
 premiums(1)(2)    $  740,554  $653,861   13.3%      $1,408,258  $1,248,431   12.8% 
Fee generating 
gross written 
premiums(1)(2) : 
   Aligned 
    Syndicates        217,196   191,527   13.4%         427,745     347,630   23.0% 
   Partner 
    Syndicates        100,925    55,461   82.0%         190,381     114,173   66.7% 
                    ---------   -------               ---------   --------- 
Total fee 
 generating gross 
 written 
 premiums          $  318,121  $246,988   28.8%      $  618,126  $  461,803   33.9% 
                    ---------   -------               ---------   --------- 
Total Skyward 
 Group managed 
 premiums          $1,058,675  $900,849   17.5%      $2,026,384  $1,710,234   18.5% 
                    =========   =======               =========   ========= 
 
(1) Prior year information is pro forma. 
(2) Prior year information is adjusted for the impact 
 of the change in participations. See "Reconciliation 
 of Non-GAAP Financial Measures". 
 
 

Underwriting Results

 
($ in thousands)              Three Months Ended June 30, 2026                         Six Months Ended June 30, 2026 
                   ------------------------------------------------------  ------------------------------------------------------- 
 
                     Skyward                                                 Skyward 
                    Specialty      Apollo       Corporate       Total       Specialty       Apollo       Corporate       Total 
                   ------------  -----------  -------------  ------------  ------------  ------------  -------------  ------------ 
Revenues: 
   Net earned 
    premiums       $378,346      $66,126       $     --      $444,472      $742,289      $136,190       $     --      $878,479 
   Underwriting 
    fee income           --       12,588             --        12,588            --        22,666             --        22,666 
   Commission and 
    fee income        2,334           --             --         2,334         3,861            --             --         3,861 
                    -------       ------          -----       -------       -------       -------          -----       ------- 
      Total 
       revenues     380,680       78,714             --       459,394       746,150       158,856             --       905,006 
                    -------       ------          -----       -------       -------       -------          -----       ------- 
Expenses: 
   Losses and 
    loss 
    adjustment 
    expenses        236,967       39,774             --       276,741       465,198        76,766             --       541,964 
   Underwriting, 
    acquisition 
    and insurance 
    expenses         94,131       24,778          4,372       123,281       191,094        47,520          9,281       247,895 
   Fee--based 
    service 
    expenses             --        4,562             --         4,562            --         8,732             --         8,732 
                    -------       ------          -----       -------       -------       -------          -----       ------- 
      Total 
       expenses     331,098       69,114          4,372       404,584       656,292       133,018          9,281       798,591 
                    -------       ------          -----       -------       -------       -------          -----       ------- 
Underwriting 
 Income            $ 49,582      $ 9,600       $     --      $ 54,810      $ 89,858      $ 25,838       $     --      $106,415 
                    =======       ======          =====       =======       =======       =======          =====       ======= 
 
Combined Ratio 
   Non-cat loss 
    and LAE            61.3%        54.7%            --%         60.4%         61.0%         53.8%            --%         59.8% 
   Cat loss and 
    LAE                 1.3%         5.4%            --%          1.9%          1.7%          2.6%            --%          1.9% 
                    -------       ------          -----       -------       -------       -------          -----       ------- 
Loss Ratio             62.6%        60.1%            --%         62.3%         62.7%         56.4%            --%         61.7% 
                    -------       ------          -----       -------       -------       -------          -----       ------- 
   Net policy 
    acquisition 
    costs              14.0%        27.6%            --%         16.0%         14.0%         19.7%            --%         14.8% 
   Other 
    operating and 
    general 
    expenses           10.9%         9.9%            --%         10.7%         11.7%         15.2%            --%         12.3% 
   Commission and 
    fee income         (0.6)%         --%            --%         (0.5)%        (0.5)%          --%            --%         (0.4)% 
   Corporate 
    expenses(1)          --%          --%           1.0%          1.0%           --%           --%           1.1%          1.1% 
                    -------       ------          -----       -------       -------       -------          -----       ------- 
Expense ratio          24.3%        37.5%           1.0%         27.2%         25.2%         34.9%           1.1%         27.8% 
                    -------       ------          -----       -------       -------       -------          -----       ------- 
Combined ratio         86.9%        97.6%            --%         89.5%         87.9%         91.3%            --%         89.5% 
                    -------       ------          -----       -------       -------       -------          -----       ------- 
Ex-Cat Combined 
 Ratio                 85.6%        92.2%            --%         87.6%         86.2%         88.7%            --%         87.6% 
                    =======       ======          =====       =======       =======       =======          =====       ======= 
(1) Calculated using consolidated net earned premiums 
---------------------------------------------------------------------------------------------------------------------------------- 
 
 
($ in thousands)       Three Months Ended June 30, 2025            Six Months Ended June 30, 2025 
                   -----------------------------------------  ----------------------------------------- 
 
                     Skyward                                    Skyward 
                    Specialty      Corporate       Total       Specialty      Corporate       Total 
                   ------------  -------------  ------------  ------------  -------------  ------------ 
Revenues: 
   Net earned 
    premiums       $295,542       $     --      $295,542      $595,908       $     --      $595,908 
   Commission and 
    fee income        2,560             --         2,560         4,536             --         4,536 
                    -------          -----       -------       -------          -----       ------- 
      Total 
       revenues     298,102             --       298,102       600,444             --       600,444 
                    -------          -----       -------       -------          -----       ------- 
Expenses: 
   Losses and 
    loss 
    adjustment 
    expenses        181,262             --       181,262       368,571             --       368,571 
   Underwriting, 
    acquisition 
    and insurance 
    expenses         82,366          3,230        85,596       165,004          7,143       172,147 
                    -------          -----       -------       -------          -----       ------- 
      Total 
       expenses     263,628          3,230       266,858       533,575          7,143       547,200 
                    -------          -----       -------       -------          -----       ------- 
Underwriting 
 Income            $ 34,474       $     --      $ 31,244      $ 66,869       $     --      $ 59,726 
                    =======          =====       =======       =======          =====       ======= 
 
Combined Ratio 
   Non-cat loss 
    and LAE            59.9%            --%         59.9%         60.1%            --%         60.1% 
   Cat loss and 
    LAE                 1.4%            --%          1.4%          1.8%            --%          1.8% 
                    -------          -----       -------       -------          -----       ------- 
Loss Ratio             61.3%            --%         61.3%         61.9%            --%         61.9% 
                    -------          -----       -------       -------          -----       ------- 
   Net policy 
    acquisition 
    costs              15.1%            --%         15.1%         15.0%            --%         15.0% 
   Other 
    operating and 
    general 
    expenses           12.8%            --%         12.8%         12.7%            --%         12.7% 
   Commission and 
    fee income         (0.9)%           --%         (0.9)%        (0.8)%           --%         (0.8)% 
   Corporate 
    expenses(1)          --%           1.1%          1.1%           --%           1.2%          1.2% 
                    -------          -----       -------       -------          -----       ------- 
Expense ratio          27.0%           1.1%         28.1%         26.9%           1.2%         28.1% 
                    -------          -----       -------       -------          -----       ------- 
Combined ratio         88.3%            --%         89.4%         88.8%            --%         90.0% 
                    -------          -----       -------       -------          -----       ------- 
Ex-Cat Combined 
 Ratio                 86.9%            --%         88.0%         87.0%            --%         88.2% 
                    =======          =====       =======       =======          =====       ======= 
(1) Calculated using consolidated net earned premiums 
------------------------------------------------------------------------------------------------------- 
 

The Skyward Specialty segment loss and LAE ratios for the second quarter and first half of 2026 increased 1.3 points and 0.8 points, respectively, when compared to the same 2025 periods primarily due to shifts in business mix driven by growth in the accident & health and global agriculture divisions. The Apollo segment loss and LAE ratios for the second quarter and first half of 2026 were impacted by catastrophe losses, primarily from the conflict in the Middle East.

The expense ratios for the second quarter and first half of 2026 improved 0.9 points and 0.3 points, respectively, when compared to the same 2025 periods. The Skyward Specialty segment's expense ratio improved 2.7 points and 1.7 points, respectively, when compared to the same 2025 periods, primarily driven by business mix shift, enhanced operating efficiencies, and scale benefits as net earned premiums outpaced expense growth. In the first quarter of 2026, the Company revised its expense presentation to report corporate expenses separately from segment expenses following the closing of the Apollo acquisition. The prior year period has been recast to reflect this change.

Investment Results

 
Net Investment 
Income 
                --------  --------  --------------  ---------- 
                Three months ended 
$ in thousands       June 30,       Six months ended June 30, 
                ------------------  -------------------------- 
(unaudited)       2026      2025         2026          2025 
                --------  --------  --------------  ---------- 
Short-term 
 investments    $ 2,469   $ 3,713    $   4,957      $ 6,914 
Cash and cash 
 equivalents    $ 2,583   $   976        4,242      $ 1,900 
Fixed income     29,310    17,822       56,675       34,552 
Alternative & 
 strategic 
 investments     (3,635)   (3,807)      (8,092)      (5,240) 
                 ------    ------       ------       ------ 
   Net 
    investment 
    income      $30,727   $18,704    $  57,782      $38,126 
                 ======    ======       ======       ====== 
Net unrealized 
 gains 
 (losses) on 
 securities 
 still held     $ 1,927   $(3,181)   $   3,702      $ 2,310 
Net realized 
 (losses) 
 gains           (2,528)    6,271       (1,118)       7,530 
                 ------    ------       ------       ------ 
   Net 
    investment 
    (losses) 
    gains       $  (601)  $ 3,090    $   2,584      $ 9,840 
                 ======    ======       ======       ====== 
 
 

In the first quarter of 2026, the Company revised its presentation of net investment income to (i) report short-term investments separately from cash and cash equivalents following the closing of the Apollo acquisition, and (ii) include equities in alternative & strategic investments after the sale of the majority of the equity portfolio in 2025. The prior year period has been recast to reflect this change.

Net investment income for the second quarter and first half of 2026 increased $12.0 million and $19.7 million, respectively, when compared to the same 2025 periods, driven by the addition of the Apollo portfolio, a higher yield and a larger asset base. The increase in income from cash and cash equivalents was due to an overall increase in the invested asset base from the addition of Apollo when compared to the same 2025 periods.

The alternative & strategic investments portfolio continued to be impacted by the decline in the fair value of limited partnership investments.

Stockholders' Equity

Stockholders' equity was $1,267.5 million at June 30, 2026 which represented an increase of 3.5% when compared to stockholders' equity of $1,224.9 million at March 31, 2026. The increase in stockholders' equity was primarily attributable to net income, partially offset by repurchases of the Company's common stock.

Conference Call

At 9:00 a.m. eastern time tomorrow, August 5, 2026, Company management will hold a conference call to discuss quarterly results with insurance industry analysts. Interested parties may listen to the discussion at investors.skywardinsurance.com under Events & Presentations. Additionally, investors can access the earnings call via conference call by registering via the conference link. Users will receive dial-in information and a unique PIN to join the call upon registering.

Non-GAAP Financial Measures

This release contains certain financial measures and ratios that are not required by, or presented in accordance with, generally accepted accounting principles in the United States ("GAAP"). We refer to these measures as "non-GAAP financial measures." We use these non-GAAP financial measures when planning, monitoring, and evaluating our performance.

We consider these non-GAAP financial measures to be useful metrics for our management and investors to facilitate operating performance comparisons from period to period. While we believe that these non-GAAP financial measures are useful in evaluating our business, this information should be considered supplemental in nature and is not meant to be a substitute for revenue or net income, in each case as recognized in accordance with GAAP. In addition, other companies, including companies in our industry, may calculate such measures differently, which reduces their usefulness as comparative measures. For more information regarding these non-GAAP financial measures and a reconciliation of such measures to comparable GAAP financial measures, see the section entitled "Reconciliation of Non-GAAP Financial Measures."

About Skyward Specialty Insurance Group, Inc.

Skyward Group is the holding company brand for its U.S. and U.K. businesses, Skyward Specialty Insurance Group, Inc.$(R)$ and Apollo, respectively, delivering a comprehensive suite of specialized insurance solutions across global specialty property and casualty markets. Focused on the specialty industry's most niche, complex risks of today and the emerging challenges of tomorrow, Skyward Group leverages the forward-looking insight and disciplined execution of each organization to drive sustainable growth and long-term value for its shareholders, distribution partners, and other stakeholders.

For more information about Skyward Group, Skyward Specialty and Apollo, please visit skywardgroup.com.

Forward-Looking Statements

Except for historical information, all other information in this news release consists of forward-looking statements within the meaning of the Private Securities Litigation Reform Act of 1995. The forward-looking statements are typically, but not always, identified through use of the words "believe," "expect," "enable," "may," "will," "could," "intends," "estimate," "anticipate," "plan," "predict," "probable," "potential," "possible," "should," "continue," and other words of similar meaning. These forward-looking statements are subject to risks and uncertainties that could cause actual results to differ materially from those projected, anticipated or implied. The most significant of these uncertainties are described in Skyward Group's Form 10-K, and include (but are not limited to) legislative changes at both the state and federal level, state and federal regulatory rule making promulgations and adjudications, class action litigation involving the insurance industry and judicial decisions affecting claims, policy coverages and the general costs of doing business, the potential loss of key members of our management team or key employees and our ability to attract and retain personnel, the impact of competition on products and pricing, inflation in the costs of the products and services insurance pays for, product development, geographic spread of risk, weather and weather-related events, other types of catastrophic events, our ability to obtain reinsurance coverage at prices and on terms that allow us to transfer risk and adequately protect our company against financial loss, and losses resulting from reinsurance counterparties failing to pay us on reinsurance claims. These forward-looking statements speak only as of the date of this release and the Company does not undertake any obligation to update or revise any forward-looking information to reflect changes in assumptions, the occurrence of unanticipated events, or otherwise.

Skyward Specialty Insurance Group, Inc.

Investor Contact

Jordan Arnold

Skyward Specialty Insurance Group

346-215-0250

jarnold@skywardinsurance.com

Media Contact

Haley Doughty

Skyward Specialty Insurance Group

713-935-4944

hdoughty@skywardinsurance.com

 
Skyward Specialty Insurance Group, Inc. 
 
 
Consolidated Balance Sheets 
($ in thousands, except share and 
per share amounts) 
                                       June 30, 
(unaudited)                               2026       December 31, 2025 
                                      -----------  --------------------- 
Assets 
Investments: 
  Fixed maturity securities, 
   available-for-sale, at fair value 
   (net of allowance for credit 
   losses of $6,228 and $7,000, 
   respectively) (amortized cost of 
   $2,206,626 and $1,848,755, 
   respectively)                      $2,192,183    $        1,856,303 
  Fixed maturity securities, 
   held-to-maturity, at amortized 
   cost (net of allowance for credit 
   losses of $2,256 and $468, 
   respectively)                          28,192                32,822 
  Equity securities, at fair value         1,141                 1,174 
  Mortgage loans, at fair value            9,218                 9,902 
  Equity method investments               62,725                77,365 
  Other long-term investments             52,295                58,650 
  Short-term investments, at fair 
   value                                 392,634               264,299 
                                       ---------       --------------- 
      Total investments                2,738,388             2,300,515 
  Cash and cash equivalents              219,221               168,544 
  Restricted cash                         83,302                30,570 
  Funds at Lloyd's                       121,630                 2,509 
  Options, at fair value                  40,535                34,857 
  Premiums and commissions 
   receivable, net                       978,409               544,217 
  Reinsurance recoverables, net        1,411,648             1,119,880 
  Ceded unearned premium                 337,180               238,948 
  Deferred policy acquisition costs 
   and VOBA                              186,491               136,100 
  Deferred tax assets                     47,987                27,865 
  Goodwill and intangible assets, 
   net                                   471,185                88,040 
  Other assets                           145,163                99,807 
                                       ---------       --------------- 
      Total assets                    $6,781,139    $        4,791,852 
                                       =========       =============== 
Liabilities and stockholders' equity 
Liabilities: 
  Reserves for losses and loss 
   adjustment expenses                $3,070,598    $        2,318,894 
  Unearned premiums                    1,078,246               774,035 
  Deferred ceding commission              54,466                46,453 
  Reinsurance and premium payables       509,081               279,888 
  Funds held for others                  169,051               128,003 
  Deferred tax liabilities                67,801                    -- 
  Accounts payable and accrued 
   liabilities                           127,154               115,034 
  Notes payable                          417,620               100,411 
  Subordinated debt, net of debt 
   issuance costs                         19,585                19,569 
                                       ---------       --------------- 
      Total liabilities                5,513,602             3,782,287 
                                       ---------       --------------- 
Stockholders' equity 
  Common stock, $0.01 par value, 
   500,000,000 shares authorized, 
   44,827,499 shares issued and 
   44,396,493 shares outstanding at 
   June 30, 2026; 40,511,222 shares 
   issued and outstanding at 
   December 31, 2025                         448                   405 
  Treasury stock, at cost, 431,006 
   and 0 shares, respectively            (19,427)                   -- 
  Additional paid-in capital             927,690               730,555 
  Accumulated other comprehensive 
   (loss) income                          (7,091)               11,457 
  Retained earnings                      365,917               267,148 
                                       ---------       --------------- 
    Total stockholders' equity         1,267,537             1,009,565 
                                       ---------       --------------- 
      Total liabilities and 
       stockholders' equity           $6,781,139    $        4,791,852 
                                       =========       =============== 
 
 
 
Condensed Consolidated Statements of Operations and 
 Comprehensive Income 
                         Three months ended June 
($ in thousands)                   30,            Six months ended June 30, 
                         -----------------------  ------------------------- 
(unaudited)                  2026        2025         2026         2025 
                         ------------  ---------  ------------  ----------- 
Revenues: 
    Net earned premiums  $444,472      $295,542   $878,479      $595,908 
    Underwriting fee 
     income                12,588            --     22,666            -- 
    Commission and fee 
     income                 2,334         2,560      3,861         4,536 
    Net investment 
     income                30,727        18,704     57,782        38,126 
    Net investment 
     (losses) gains          (601)        3,090      2,584         9,840 
    Other income               13             7         28            20 
                          -------       -------    -------       ------- 
      Total revenues      489,533       319,903    965,400       648,430 
                          -------       -------    -------       ------- 
Expenses: 
    Losses and loss 
     adjustment 
     expenses             276,741       181,262    541,964       368,571 
    Underwriting, 
     acquisition and 
     insurance 
     expenses             123,281        85,596    247,895       172,147 
    Fee--based service 
     expenses               4,562            --      8,732            -- 
    Interest expense        8,812         1,876     16,531         3,710 
    Amortization 
     expense                8,843           372     17,686           709 
    Other expenses          3,737         1,002      6,959         2,063 
                          -------       -------    -------       ------- 
      Total expenses      425,976       270,108    839,767       547,200 
                          -------       -------    -------       ------- 
Income before income 
 taxes                     63,557        49,795    125,633       101,230 
Income tax expense         14,519        10,956     26,864        20,333 
                          -------       -------    -------       ------- 
Net income               $ 49,038      $ 38,839   $ 98,769      $ 80,897 
                          =======       =======    =======       ======= 
Comprehensive income: 
  Net income             $ 49,038      $ 38,839   $ 98,769      $ 80,897 
                          -------       -------    -------       ------- 
  Other comprehensive 
  income: 
    Unrealized gains 
    and losses on 
    investments: 
      Net change in 
       unrealized 
       (losses) gains 
       on investments, 
       net of tax            (625)       11,005    (17,842)       23,260 
      Reclassification 
       adjustment for 
       (losses) gains 
       on securities no 
       longer held, net 
       of tax                (490)       (3,624)        12        (3,806) 
      Foreign currency 
       translation 
       adjustment             150            --       (718)           -- 
                          -------       -------    -------       ------- 
  Total other 
   comprehensive (loss) 
   income                    (965)        7,381    (18,548)       19,454 
                          -------       -------    -------       ------- 
Comprehensive income     $ 48,073      $ 46,220   $ 80,221      $100,351 
                          =======       =======    =======       ======= 
 
 
 
Share and Per 
Share Data 
($ in thousands, 
except share and 
per share 
amounts)             Three months ended June 30,        Six months ended June 30, 
                   --------------------------------  -------------------------------- 
(unaudited)             2026             2025             2026             2025 
                   ---------------  ---------------  ---------------  --------------- 
Weighted average 
 basic shares       44,521,162       40,445,391       44,492,608       40,322,051 
Weighted average 
 diluted shares     45,692,641       41,871,496       45,526,233       41,771,215 
 
Basic earnings 
 per share         $      1.10      $      0.96      $      2.22      $      2.01 
Diluted earnings 
 per share         $      1.07      $      0.93      $      2.17      $      1.94 
Basic operating 
 earnings per 
 share             $      1.33      $      0.92      $      2.61      $      1.85 
Diluted operating 
 earnings per 
 share             $      1.30      $      0.89      $      2.55      $      1.78 
 
Annualized ROE 
 (1)                      15.7%            17.7%            17.3%            19.1% 
Annualized 
 operating ROE 
 (2)                      19.0%            17.1%            20.4%            17.8% 
Annualized ROTE 
 (3)                      23.4%            19.7%            22.2%            21.3% 
Annualized 
 operating ROTE 
 (4)                      28.2%            19.0%            26.0%            19.8% 
-----------------   ----------       ----------       ----------       ---------- 
 
                                                        June 30,       December 31, 
                                                          2026             2025 
                                                     ---------------  --------------- 
Shares 
 outstanding                                          44,396,493       40,511,222 
Fully diluted 
 shares 
 outstanding                                          46,605,142       42,292,371 
 
Book value per 
 share                                               $     28.55      $     24.92 
Fully diluted 
 book value per 
 share                                               $     27.20      $     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. 
------------------------------------------------------------------------------------- 
 
 
Skyward Specialty Insurance Group, Inc. 
 Reconciliation of Non-GAAP Financial Measures 
 
 

Operating income -- We define operating income as net income excluding the impact of certain items that may not be indicative of underlying business trends, operating results, or future outlook, net of tax impact. We use operating income as an internal performance measure in the management of our operations because we believe it gives our management and other users of our financial information useful insight into our results of operations and our underlying business performance. Operating income should not be viewed as a substitute for net income calculated in accordance with GAAP, and other companies may define operating income differently.

 
($ in thousands)           Three months ended June 30,                     Six months ended June 30, 
                   --------------------------------------------  ---------------------------------------------- 
(unaudited)                2026                   2025                   2026                    2025 
                   ---------------------  ---------------------  --------------------  ------------------------ 
                   Pre-tax    After-tax   Pre-tax    After-tax    Pre-tax   After-tax   Pre-tax     After-tax 
                   --------  -----------  --------  -----------  ---------  ---------  ---------  ------------- 
Income as 
 reported          $63,557    $  49,038   $49,795    $  38,839   $125,633   $ 98,769   $101,230    $  80,897 
Less (add): 
  Net investment 
   (losses) 
   gains              (601)        (464)    3,090        2,410      2,584      2,031      9,840        7,864 
  Amortization 
   expense          (8,843)      (6,823)     (372)        (290)   (17,686)   (13,904)      (709)        (567) 
  Other income          13           10         7            5         28         22         20           16 
  Other expenses    (3,737)      (2,883)   (1,002)        (782)    (6,959)    (5,471)    (2,063)      (1,649) 
                    ------       ------    ------       ------    -------    -------    -------       ------ 
Operating income   $76,725    $  59,198   $48,072    $  37,496   $147,666   $116,091   $ 94,142    $  75,233 
                    ======       ======    ======       ======    =======    =======    =======       ====== 
 
 

Underwriting income -- We define underwriting income as net income before income taxes excluding net investment income, net realized and unrealized gains and losses on investments, impairment charges, interest expense, amortization expense and other income and expenses. Underwriting income represents the pre-tax profitability of our underwriting operations and allows us to evaluate our underwriting performance without regard to investment income. We use this metric as we believe it gives our management and other users of our financial information useful insight into our underlying business performance. Underwriting income should not be viewed as a substitute for pre-tax income calculated in accordance with GAAP, and other companies may define underwriting income differently.

 
                    Three months ended     Six months ended 
($ in thousands)         June 30,              June 30, 
                   --------------------  -------------------- 
(unaudited)           2026       2025      2026       2025 
                   -----------  -------  --------  ---------- 
Income before 
 income taxes      $63,557      $49,795  $125,633  $101,230 
Add: 
  Interest 
   expense           8,812        1,876    16,531     3,710 
  Amortization 
   expense           8,843          372    17,686       709 
  Other expenses     3,737        1,002     6,959     2,063 
Less: 
  Net investment 
   income           30,727       18,704    57,782    38,126 
  Net investment 
   (losses) 
   gains              (601)       3,090     2,584     9,840 
  Other income          13            7        28        20 
                    ------       ------   -------   ------- 
Underwriting 
 income            $54,810      $31,244  $106,415  $ 59,726 
                    ======       ======   =======   ======= 
 
 

Tangible Stockholders' Equity -- We define tangible stockholders' equity as stockholders' equity excluding goodwill and intangible assets and the related deferred tax impact. Our definition of tangible stockholders' equity may not be comparable to that of other companies and should not be viewed as a substitute for stockholders' equity calculated in accordance with GAAP. We use tangible stockholders' equity internally to evaluate the strength of our balance sheet and to compare returns relative to this measure.

 
($ in thousands)                  June 30,          December 31, 
                            --------------------  ---------------- 
(unaudited)                    2026       2025          2025 
                                        --------  ---------------- 
Stockholders' equity        $1,267,537  $899,915   $   1,009,565 
Less: Goodwill and 
 intangible assets             471,185    88,795          88,040 
Add: Deferred tax impact        65,500        --              -- 
                             ---------   -------      ---------- 
Tangible stockholders' 
 equity                     $  861,852  $811,120   $     921,525 
                             =========   =======      ========== 
 
 

Adjusted pro forma gross written premiums -- We define adjusted pro forma gross written premiums as pro forma gross written premiums adjusted for the impact of changes in Apollo syndicate participation. We use this measure to evaluate premium growth trends on a consistent participation basis across periods. Adjusted pro forma gross written premiums is a non-GAAP financial measure and should not be considered a substitute for gross written premiums calculated in accordance with GAAP.

 
$ in thousands           Three months ended June 30, 2025 
                 ------------------------------------------------- 
                                            Total        Total 
                 Syndicate   Syndicate     Apollo       Skyward 
                   1969        1971        Segment       Group 
                 ---------  -----------  -----------  ------------ 
Pro forma gross 
 written 
 premiums        $ 65,854    $   10,337  $76,191      $661,105 
Impact of the 
 change in 
 participations   (10,647)        3,403   (7,244)       (7,244) 
                  -------       -------   ------       ------- 
Adjusted pro 
 forma gross 
 written 
 premiums        $ 55,207    $   13,740  $68,947      $653,861 
                  =======       =======   ======       ======= 
 
 
 
$ in thousands             Six months ended June 30, 2025 
                 --------------------------------------------------- 
                 Syndicate   Syndicate   Total Apollo  Total Skyward 
                   1969        1971        Segment         Group 
                 ---------  -----------  ------------  ------------- 
Pro forma gross 
 written 
 premiums        $119,303    $  29,278   $148,581      $1,268,821 
Impact of the 
 change in 
 participations   (20,244)        (146)   (20,390)        (20,390) 
                  -------       ------    -------       --------- 
Adjusted pro 
 forma gross 
 written 
 premiums        $ 99,059    $  29,132   $128,191      $1,248,431 
                  =======       ======    =======       ========= 
 
 

Adjusted pro forma fee generating gross written premiums -- We define adjusted pro forma fee generating gross written premiums as pro forma fee generating gross written premiums adjusted for the impact of changes in Apollo syndicate participation percentages. We believe this measure provides a more meaningful comparison of fee generating business on a consistent participation basis across periods. Adjusted pro forma fee generating gross written premiums is a non-GAAP financial measure and may not be comparable to similarly titled measures used by other companies.

 
$ in thousands            Three months ended June 30, 2025 
                 --------------------------------------------------- 
                 Aligned Syndicates  Partner Syndicates     Total 
                 ------------------  -------------------  ---------- 
Pro forma fee 
 generating 
 gross written 
 premiums          $        184,283    $          55,461  $239,744 
Impact of the 
 change in 
 participations               7,244                  N/A     7,244 
                 ---  -------------  -------------------   ------- 
Adjusted pro 
 forma fee 
 generating 
 gross written 
 premiums          $        191,527    $          55,461  $246,988 
                 ===  =============  ===  ==============   ======= 
 
 
 
$ in thousands              Six months ended June 30, 2025 
                   ------------------------------------------------- 
                        Aligned 
                      Syndicates      Partner Syndicates    Total 
                   -----------------  ------------------  ---------- 
Pro forma fee 
 generating gross 
 written 
 premiums            $       327,240    $        114,173  $441,413 
Impact of the 
 change in 
 participation(s)             20,390                 N/A    20,390 
                   ---  ------------  ------------------   ------- 
Adjusted pro 
 forma fee 
 generating gross 
 written 
 premiums            $       347,630    $        114,173  $461,803 
                   ===  ============  ===  =============   ======= 
 
 

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