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SKWD logo SKWD
Upturn stock rating
SKWD logo

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

Upturn stock rating
$46.76
Last Close (24-hour delay)
upturn advisory
PASS
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  • SELL Advisory (Loss)​
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Upturn Stock info Stock price based on last close
*as per simulation
(see disclosures)
Time period over
  • ALL
  • YEAR
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Upturn Advisory Summary

10/27/2025: SKWD (3-star) is currently NOT-A-BUY. Pass it for now.

Upturn Star Rating

rating

Moderate Performance

These Stocks/ETFs, based on Upturn Advisory, typically align with the market average, offering steady but unremarkable returns.

Number of Analysts

rating

12 Analysts rated it

Moderately tracked stock, growing coverage, gaining market and investor attention.

1 Year Target Price $61.1

1 Year Target Price $61.1

Analysts Price Target For last 52 week
$61.1 Target price
52w Low $41.28
Current$46.76
52w High $65.05

Analysis of Past Performance

Type Stock
Historic Profit 54.43%
Avg. Invested days 61
Today’s Advisory PASS
Upturn Star Rating upturn star rating icon
Upturn Advisory Performance Upturn Advisory Performance 4.0
Stock Returns Performance Upturn Returns Performance 3.0
Upturn Profits based on simulation Profits based on simulation
Upturn Profits based on simulation Last Close 10/27/2025

Key Highlights

Company Size Small-Cap Stock
Market Capitalization 1.88B USD
Price to earnings Ratio 14.66
1Y Target Price 61.1
Price to earnings Ratio 14.66
1Y Target Price 61.1
Volume (30-day avg) 12
Beta 0.57
52 Weeks Range 41.28 - 65.05
Updated Date 10/26/2025
52 Weeks Range 41.28 - 65.05
Updated Date 10/26/2025
Dividends yield (FY) -
Basic EPS (TTM) 3.16

Earnings Date

Report Date 2025-10-29
When -
Estimate 0.57
Actual -

Profitability

Profit Margin 10.53%
Operating Margin (TTM) 16.15%

Management Effectiveness

Return on Assets (TTM) 2.81%
Return on Equity (TTM) 16.26%

Valuation

Trailing PE 14.66
Forward PE 11.51
Enterprise Value 1838034577
Price to Sales(TTM) 1.5
Enterprise Value 1838034577
Price to Sales(TTM) 1.5
Enterprise Value to Revenue 1.46
Enterprise Value to EBITDA -
Shares Outstanding 40486656
Shares Floating 37426675
Shares Outstanding 40486656
Shares Floating 37426675
Percent Insiders 12.53
Percent Institutions 91.76

ai summary icon Upturn AI SWOT

Skyward Specialty Insurance Group, Inc. Common Stock

stock logo

Company Overview

overview logo History and Background

Skyward Specialty Insurance Group, Inc. was founded in 2007 as Houston International Insurance Group (HIIG). It rebranded to Skyward Specialty in 2021, reflecting its focus on specialty insurance markets. The company has grown through acquisitions and organic expansion.

business area logo Core Business Areas

  • Specialty Property: Provides property insurance coverage for commercial properties, including coverage for natural disasters, fire, and other perils.
  • Accident & Health: Offers accident and health insurance products, including medical stop-loss, travel insurance, and other supplemental health coverage.
  • Casualty: Provides casualty insurance coverage, including general liability, professional liability, and workers' compensation insurance.
  • Surety: Offers surety bonds, including contract surety, commercial surety, and fidelity bonds.

leadership logo Leadership and Structure

Andrew Robinson serves as the Chief Executive Officer. The company has a board of directors and operates with a functional organizational structure across its various specialty lines.

Top Products and Market Share

overview logo Key Offerings

  • Accident & Health: Provides medical stop-loss coverage, protecting employers from large healthcare claims. Market share data not readily available. Competitors include Berkshire Hathaway Specialty Insurance and Swiss Re Corporate Solutions.
  • Professional Liability: Offers errors and omissions (E&O) insurance to protect professionals from liability claims. Market share data not readily available. Competitors include Chubb and Travelers.
  • Excess & Surplus Lines: Provides customized insurance solutions for risks not typically covered by standard insurance policies. Market share data not readily available. Competitors include Lexington Insurance Company (AIG) and Nationwide.

Market Dynamics

industry overview logo Industry Overview

The specialty insurance market is characterized by higher premiums, specialized risks, and less commoditized products compared to standard insurance. Demand is driven by increasing complexity and regulatory requirements.

Positioning

Skyward Specialty focuses on niche and underserved markets within the specialty insurance industry, allowing it to command higher premiums and avoid direct competition with larger insurers.

Total Addressable Market (TAM)

The total specialty insurance market is estimated to be $100+ billion. Skyward Specialty's niche focus positions it to capture a small but profitable share of this market.

Upturn SWOT Analysis

Strengths

  • Specialized expertise in niche insurance markets
  • Strong underwriting discipline
  • Experienced management team
  • Diversified product offerings
  • Agile and responsive to market changes

Weaknesses

  • Smaller size compared to larger competitors
  • Relatively limited brand recognition
  • Dependence on key personnel
  • Higher expense ratio compared to industry averages

Opportunities

  • Expanding into new specialty insurance markets
  • Leveraging technology to improve efficiency
  • Acquiring smaller, complementary businesses
  • Capitalizing on increasing regulatory complexity

Threats

  • Increased competition from larger insurers
  • Economic downturn impacting demand for insurance
  • Changes in regulatory environment
  • Catastrophic events leading to large losses
  • Rising reinsurance costs

Competitors and Market Share

competitor logo Key Competitors

  • WR Berkley Corporation (WRB)
  • RLI Corp. (RLI)
  • Kinsale Capital Group, Inc. (KNSL)

Competitive Landscape

Skyward Specialty competes with larger, more established insurers but differentiates itself through its focus on niche markets and customized solutions. Its smaller size allows for greater agility but also limits its resources.

Major Acquisitions

NOVAeSIG

  • Year: 2023
  • Acquisition Price (USD millions): 47.5
  • Strategic Rationale: Expands Skyward Specialty's presence in the transactional risk insurance market.

Growth Trajectory and Initiatives

Historical Growth: Skyward Specialty has grown organically and through acquisitions. Data required from financial reports for accurate details.

Future Projections: Analyst estimates are not readily available, but future growth is expected to come from expanding into new markets and improving operational efficiency.

Recent Initiatives: Recent strategic initiatives include investing in technology and expanding its distribution network.

Summary

Skyward Specialty Insurance Group is a smaller, niche-focused insurer with solid expertise in specialty markets. It benefits from its agility and specialized underwriting, but is challenged by competition from larger companies. Recent acquisitions and strategic initiatives aim to bolster growth, but the company needs to manage its expense ratio and brand recognition. Future growth will depend on its ability to leverage its niche expertise and capitalize on market opportunities while mitigating external threats.

Peer Comparison

Sources and Disclaimers

Data Sources:

  • Company Website
  • SEC Filings
  • Market Research Reports
  • Earnings Call Transcripts
  • Third-Party Financial Data Providers

Disclaimers:

This analysis is based on publicly available information and is for informational purposes only. It is not investment advice. Market share data is based on estimates and may not be precise.

Upturn AI Summarization AI Summarization is directionally correct and might not be accurate.

Upturn AI Summarization Summarized information shown could be a few years old and not current.

Upturn AI Summarization Fundamental Rating based on AI could be based on old data.

Upturn AI Summarization AI-generated summaries may have inaccuracies (hallucinations). Please verify the information before taking action.

About Skyward Specialty Insurance Group, Inc. Common Stock

Exchange NASDAQ
Headquaters Houston, TX, United States
IPO Launch date 2023-01-13
CEO & Chairperson of the Board Mr. Andrew Scott Robinson
Sector Financial Services
Industry Insurance - Property & Casualty
Full time employees 580
Full time employees 580

Skyward Specialty Insurance Group, Inc., an insurance holding company, underwrites commercial property and casualty insurance products in the United States. It offers general liability, excess liability, professional liability, commercial auto, group accident and health, property, surety, agriculture, credit, and workers' compensation insurance products, as well as cannabis insurance. The company was formerly known as Houston International Insurance Group, Ltd. and changed its name to Skyward Specialty Insurance Group, Inc. in November 2020. Skyward Specialty Insurance Group, Inc. was incorporated in 2006 and is headquartered in Houston, Texas.