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More Americans Expected to Travel Over July 4th Holiday
Older Buildings, Substandard Construction Left Venezuela Vulnerable to Earthquakes
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PE-backed Insurance Broker Hub International Files Confidentially for U.S. IPO
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Homeownership Becoming Less Affordable: Kin
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NAIC Says Data Taken in Hack Has Been Published Online
Kim and Allen Lead Voting in California Insurance Commissioner Primary
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USAA Not Done With Dividends: Florida Reforms Prompt $0.5B Payout
How We Did It: How a 150-Year-Old Mutual Transformed Culture to Drive AI
‘We’ll Want Some Proof’: State Farm CEO’s Take on NY Auto Insurance Reforms

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The 24-Hour Window: The Race to Keep Claims Out of Litigation
Why Reinsurance’s AI Pilots Don’t Scale
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Content from John Swigart

John Swigart is the Co-Founder and Chief Executive Officer of Pie Insurance, a digitally native full-stack MGA serving small businesses. Swigart is responsible for overseeing all aspects of Pie since its establishment in 2017, and he brings with him more than 20 years of experience in tech-enabled insurance and financial services businesses. He started his career in the Financial Institutions Group at A.T. Kearney, a management consulting firm, and worked at Swiss Re in the U.S. Reinsurance business and global Capital Partners divisions. Prior to founding Pie, Swigart served on the Esurance executive team for 13 years, where he initially led all the financial functions and then became the company's first chief marketing officer. From there, he went on to serve as the chief marketing officer for RapidAdvance, a non-bank small business lender and part of the Quicken Loans family. Swigart is also a member of the Sixup PBC's board of directors and holds a B.A. in Economics from Haverford College.

Open for Business: Analytics Bring Workers Comp Cover to SMBs, Says Pie Insurance CEO

A small business owner sits down after a long day to buy workers compensation coverage online. It's 11:00 p.m. on a Tuesday, or maybe it's a Sunday evening. Either way, it isn't within normal ...

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  • More Americans Expected to Travel Over July 4th Holiday
  • PE-backed Insurance Broker Hub International Files Confidentially for U.S. IPO
  • Older Buildings, Substandard Construction Left Venezuela Vulnerable to Earthquakes
  • The 24-Hour Window: The Race to Keep Claims Out of Litigation
  • Supply Shocks Beyond Hormuz: Other Ports Face ‘High’ Risk of Disruption
  • California’s Major Fault Intersection at Highest Stress Level in 1,000 Years: Study
  • Canadian Workers Have Few Protections Against Workplace Surveillance
  • Deadly Neglect Lawsuits, Fines Follow Ohio Nursing Home Chain

Contributors

Vitali YurkevichInsurance AI: What You Won’t Read in the Press ReleasesDavid HemryHow to Improve Small Commercial Property UnderwritingLarissa KnepperViewpoint: Insurers Seek to Navigate Cost of Capital Hurdles to Better Fund Their FuturesPriti Joseph5 Principles for Insurers: Testing Agentic AI’s Next WaveLisa CameronHow We Did It: How a 150-Year-Old Mutual Transformed Culture to Drive AITom RasmussenThe 24-Hour Window: The Race to Keep Claims Out of Litigation See Our Contributors

Features

  • The 24-Hour Window: The Race to Keep Claims Out of Litigation

  • Why Reinsurance’s AI Pilots Don’t Scale

  • What Happens to Property Pricing in ’27, Insurance, Reinsurance Execs Ask

  • How to Improve Small Commercial Property Underwriting

  • How Insurers Know When It’s Time to Scale AI

  • Insurance AI: What You Won’t Read in the Press Releases

Insurance Top Gainers/Losers

  • Gainers
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Company Symbol Close 1 Day Chg
TWFG, Inc.TWFG$23.67up+10.66%
Ategrity Specialty Insurance Company HoldingsASIC$23.68up+10.55%
James River Group Holdings, Inc.JRVR$4.44up+10.17%
Neptune Insurance Holdings Inc.NP$29.97up+9.22%
Ryan Specialty Holdings, Inc.RYAN$38.88up+8.15%
Company Symbol Close 1 Day Chg
Global Indemnity Group, LLCGBLI$25.03+0.00
American International Group, Inc.AIG$75.57up+0.96%
Enact Holdings, Inc.ACT$45.24up+1.34%
Assurant, Inc.AIZ$264.43up+1.40%
Reliance Global Group, Inc.EZRA$3.43up+1.81%
* As of June 26, 2026; Source: S&P Global Market Intelligence
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