Skyward Specialty Insurance Group, Inc. - Common Stock (SKWD)

Stocks trading between $10 and $50 can be particularly interesting as they frequently represent businesses that have survived their early challenges. However, investors should remain vigilant as some may still have unproven business models, leaving them vulnerable to the ebbs and flows of the broader market.

HOUSTON, Feb. 03, 2026 (GLOBE NEWSWIRE) -- Skyward Specialty Insurance Group, Inc.®, a Skyward Group Company, (Nasdaq: SKWD) ("Skyward Specialty" or "the Company"), a leading provider in the specialty property and casualty (P&C) insurance market, announced the launch of its new specialized Power Generation insurance solution for small to mid-sized entities, expanding its offerings to meet the evolving needs of power producers and brokers across the U.S. while complementing and further diversifying its existing portfolio.

HOUSTON, Jan. 29, 2026 (GLOBE NEWSWIRE) -- Skyward Specialty Insurance Group, Inc (Nasdaq: SKWD) (“Skyward Group” or “the Company”), expects to issue its fourth quarter 2025 earnings after market close on Monday, February 23rd which will be available on the Company website at investors.skywardinsurance.com under Quarterly Results. Fourth quarter and year-end 2025 results do not include the financial results of Apollo Group Holdings Ltd. due to the acquisition closing January 1st, 2026.

HOUSTON, Jan. 15, 2026 (GLOBE NEWSWIRE) -- Skyward Specialty Insurance Group, Inc.®, a Skyward Group Company, (Nasdaq: SKWD) ("Skyward Specialty" or "the Company"), a leading provider in the specialty property and casualty (P&C) insurance market, announced a significant expansion of its E&S Property offering with the addition of Excess coverage.

HOUSTON, Jan. 13, 2026 (GLOBE NEWSWIRE) -- Skyward Group (Nasdaq: SKWD) (“the Group” or “the Company”), the unified specialty insurance organization whose operating businesses include Skyward Specialty and Apollo, today announced the global expansion of Skyward Specialty’s Life Sciences insurance solution. Through this expansion, and by leveraging Apollo’s Lloyd’s Syndicate 1969, Skyward Specialty now offers enhanced multinational placements for U.S.-domiciled life sciences companies with international operations. This initiative marks the first strategic collaboration between Skyward Specialty and Apollo since the acquisition closed earlier this month.

HOUSTON, Jan. 05, 2026 (GLOBE NEWSWIRE) -- Skyward Specialty Insurance Group, Inc.® (Nasdaq: SKWD) (“Skyward Specialty”) today announced the introduction of Skyward Group (“the Group”, “the Company”), the unified brand for the holding company following the successful completion of Skyward Specialty’s acquisition of Apollo, which closed on January 1, 2026. Skyward Specialty and Apollo will continue to operate as the Company’s market-facing brands.

HOUSTON, Jan. 02, 2026 (GLOBE NEWSWIRE) -- Skyward Specialty Insurance Group, Inc. (Nasdaq: SKWD) (“Skyward Specialty” or the “Company”), today announced that it has completed its acquisition of Apollo Group Holdings Limited (“Apollo”) at the previously agreed upon terms.

Growth is oxygen. But when it evaporates, the consequences can be severe - ask anyone who bought Cisco in the Dot-Com Bubble or newer investors who lived through the 2020 to 2022 COVID cycle.

As the Q3 earnings season wraps, let’s dig into this quarter’s best and worst performers in the property & casualty insurance industry, including Skyward Specialty Insurance (NASDAQ:SKWD) and its peers.

As of December 19, 2025, the financial markets are witnessing a rare alignment of macroeconomic forces: a structural "supercycle" in commodities and a persistent "hard market" in niche insurance sectors. While standard property and casualty lines have begun to soften across the broader economy, specialty insurance providers—those that underwrite

HOUSTON, Dec. 18, 2025 (GLOBE NEWSWIRE) -- Skyward Specialty Insurance Group, Inc.™ (Nasdaq: SKWD) ("Skyward Specialty" or "the Company"), a leader in the specialty property and casualty (P&C) market, and Sixfold (“Sixfold”), an AI underwriting company transforming insurance workflows, announce a strategic partnership to accelerate the Company’s progress toward fully AI-powered underwriting across its U.S.-based property and casualty lines.

Shares of specialty insurance provider Skyward Specialty Insurance (NASDAQ:SKWD) jumped 4.7% in the afternoon session after the company received the necessary regulatory approvals for its acquisition of Apollo Group Holdings Limited and announced strong financial guidance for 2026. The transaction was expected to close early in the first quarter of 2026. Looking ahead, Skyward Specialty projected its gross written premiums for the 2026 fiscal year to be between $2.65 billion and $2.8 billion. The company also forecast net income to range from $207 million to $216 million. In response to these developments, a Citizens JMP analyst maintained a Buy rating on the stock and increased the price target to $80 from $75 per share, signaling confidence in the company's direction.

HOUSTON, Dec. 03, 2025 (GLOBE NEWSWIRE) -- Skyward Specialty Insurance Group, Inc. (Nasdaq: SKWD) (“Skyward Specialty” or the “Company”) today announced that it has secured the required regulatory approvals and approvals of the minority shareholders of its acquisition of Apollo Group Holdings Limited (“Apollo”). The transaction is expected to close early in the first quarter of 2026, subject to final closing conditions.

Insurance firms play a critical role in the financial system, offering everything from property coverage to life insurance and specialized risk solutions. Still, investors are uneasy as insurers face challenges from catastrophic events and potential regulatory changes. These doubts have certainly contributed to insurance stocks’ recent underperformance - over the past six months, the industry’s 1.3% gain has fallen behind the S&P 500’s 10.4% rise.

What a brutal six months it’s been for Skyward Specialty Insurance. The stock has dropped 24.7% and now trades at $46.60, rattling many shareholders. This might have investors contemplating their next move.

HOUSTON, Nov. 19, 2025 (GLOBE NEWSWIRE) -- Skyward Specialty Insurance Group, Inc.™ (Nasdaq: SKWD) ("Skyward Specialty" or "the Company"), a leader in the specialty property and casualty (P&C) market, announced the promotion of John Burkhart to President, U.S. Property & Casualty, Skyward Specialty Insurance. This promotion is a key step in aligning talent and operational leadership to support the growth and strategic development of the Company's U.S.-based business.

Companies with more cash than debt can be financially resilient, but that doesn’t mean they’re all strong investments. Some lack leverage because they struggle to grow or generate consistent profits, making them unattractive borrowers.

The best-performing stocks typically have robust sales growth, increasing margins, and rising returns on capital, and those that can maintain this trifecta year in and year out often become the legends of the investing world.

HOUSTON, Nov. 11, 2025 (GLOBE NEWSWIRE) -- Skyward Specialty Insurance Group, Inc.TM (Nasdaq: SKWD) (“Skyward Specialty” or “the Company”), a leader in the specialty property and casualty market, is pleased to announce the addition of Christopher Peirce to its Board of Directors effective February 1, 2026.

Small-cap stocks can be incredibly lucrative investments because their lack of analyst coverage leads to frequent mispricings. However, these businesses (and their stock prices) often stay small because their subscale operations make it harder to expand their competitive moats.

Skyward Specialty Insurance’s third quarter results stood out for robust top-line expansion and profitability, with revenue and non-GAAP earnings both surpassing Wall Street expectations. Management attributed this performance to outsized growth in the Agriculture unit—particularly in U.S. dairy and livestock—and continued strength in Accident & Health, Captives, Surety, and specialty programs. CEO Andrew Robinson emphasized, “Our results highlight the strength, durability and execution excellence of our Rule Our Niche strategy,” pointing to the company’s diversified portfolio as a shield against challenging property and casualty markets. Growth was balanced with underwriting discipline, especially in more competitive or inflation-exposed segments.

Skyward Specialty (SKWD) Earnings Call Transcript

Specialty insurance provider Skyward Specialty Insurance (NASDAQ:SKWD) reported Q3 CY2025 results topping the market’s revenue expectations, with sales up 27.1% year on year to $382.5 million. Its non-GAAP profit of $1.05 per share was 18.6% above analysts’ consensus estimates.

Shares of specialty insurance provider Skyward Specialty Insurance (NASDAQ:SKWD) jumped 4.5% in the morning session after the company reported strong third-quarter 2025 financial results that surpassed expectations for both earnings and revenue. Skyward Specialty announced adjusted earnings of $1.05 per share, comfortably beating analyst estimates of $0.89. The company's revenue for the quarter also impressed, coming in at $382.5 million, which was 14.3% above Wall Street's expectations. A key driver of this growth was a 30.5% year-over-year jump in net premiums earned, reaching $351.8 million. This figure reflects the income from insurance policies after accounting for reinsurance. The company also demonstrated strong profitability in its core operations, reporting a combined ratio of 89.2%. A combined ratio below 100% indicates an underwriting profit, and Skyward's result was better than the 90.9% analysts had anticipated.

Specialty insurance provider Skyward Specialty Insurance (NASDAQ:SKWD) reported Q3 CY2025 results exceeding the market’s revenue expectations, with sales up 27.1% year on year to $382.5 million. Its non-GAAP profit of $1.05 per share was 18.6% above analysts’ consensus estimates.