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

Last updated: Jan 14, 2026

Financial ServicesClosed

Research Idea

Research content for general circulation. Not individualized advice. Methodology & Disclosures

Skyward Specialty Insurance Group shows solid Q3 2025 earnings growth (net income +25%), transformative January 1, 2026 acquisition of Apollo Group Holdings, new AI underwriting partnership, positive analyst outlook (~28% upside), healthy financial metrics, and upward technical price momentum, supporting near-term price appreciation.

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Idea window: 1/5/2026 – 1/12/2026Sector: Financial Services

AI Analyst Overview

Last Price
$46.48
Market Cap
$1881.85
1D Return
+0.00%
YTD Return
-9.06%

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Valuation Metrics

P/E
13.3
P/B
2.0
P/S
1.4
EV/EBITDA
10.5
Div Yield
—

Fundamental Analysis

7.0

Key Financial Insights: • Improving margins • Strong cash position • Elevated receivables Skyward's profitability, liquidity, low leverage and cheaper multiples point to improving financial health, but rising receivables and a large, growing deferred-revenue balance warrant caution on earnings quality.

SolidFundamentals
DeferredRisk

Price Behavior

6.0

Key Price Behavior Insights: • Downward drift • Broke supports • Support rebound Support Level: $45.00–$46.00 Resistance Level: $50.00 (near-term), $51.78 (recent peak) Over the last month SKWD has trended down from a late‑December peak near $51.78 to $45.20, breaking prior supports and showing weakened momentum with a sharp drop from above $50 while $45–$46 may act as key support.

weakness
volatile

Sentiment & News

6.0

Key News Insights: • Apollo acquisition • Global Life Sciences • Analyst optimism Skyward completed the Apollo acquisition, rebranded under Skyward Group, expanded Life Sciences globally via Apollo's Lloyd's syndicate, and paired analyst optimism with some institutional stake trimming.

Acquisition
InvestorRotation
AI

AI Summary

6.0
Neutral

Skyward's Apollo deal transforms the company into a growth‑and‑integration story (Lloyd's access and AI underwriting) but materially raises pro‑forma leverage (~28%) and balance‑sheet complexity, making integration execution and reserve/receivables normalization the single biggest determinant of investment outcomes. Actionable: selectively accumulate only if management meaningfully de‑leverages below ~28%, the reserve review shows no adverse development, or early Lloyd's/AI revenue/margin signals emerge — otherwise remain on watch.

Lloyds
Leverage
Execution
AI summary updated 5 days ago

Description

Skyward Specialty Insurance Group, Inc. is an insurance holding company that underwrites commercial property and casualty policies across the United States. Its portfolio includes a spectrum of commercial coverages such as liability, professional and auto liability, property, workers’ compensation, group accident and health, and surety products. The company was incorporated in 2006 and is based in Houston, Texas.

Idea History

DateCloseTickerCompanySummaryStatusP/L
Jan 5Jan 12SKWDSkyward Specialty Insurance Group, Inc.
Skyward Specialty Insurance Group shows solid Q3 2025 earnings growth (net income +25%), transformative January 1, 2026 acquisition of Apollo Group Holdings, new AI underwriting partnership, positive analyst outlook (~28% upside), healthy financial metrics, and upward technical price momentum, supporting near-term price appreciation.
Closed-8.6%
Research content for educational purposes only. Not investment advice. All decisions are your responsibility.