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2026 May 24
Weekly News Roundup

Top Headlines from May 18–24, 2026

Curated by InsurTech NY • Sources: PR Newswire, GlobeNewswire, Business Wire, company announcements
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7 Stories
$37.8M Raised
$210M Series F Total
Distribution

Liberty Mutual Brings Auto Insurance Quoting to ChatGPT

Liberty Mutual launched what it calls the first carrier-backed conversational AI quoting app in ChatGPT for auto insurance. The experience allows drivers to get quote estimates through a chat-based interaction, while purchase, policy issuance, customer service, and claims remain on Liberty Mutual’s own platform.

Source: PR NewswireLiberty Mutual

Funding

Tomorrow.io Extends Series F to $210M with Backing from Harel Insurance

Weather intelligence platform Tomorrow.io announced a $35 million extension to its Series F from existing investor Pitango and partner Harel Insurance, bringing the round total to $210 million. The company said the funding will support AI capabilities, its space-based observation network, and development of its agentic resilience platform.

Source: PR NewswireTomorrow.io

Embedded Insurance

TikTok Shop Becomes an Insurance Channel with ERGO NEXT

ERGO NEXT Insurance announced an integration with TikTok Shop that allows eligible sellers to quote and buy small business insurance through Seller Center. Coverage includes general liability, professional liability, workers’ compensation, and cyber insurance.

Source: ERGO NEXT announcementERGO NEXT / NEXT Insurance

AI Workflow

InsurGrid Expands AI Policy Comparison for P&C Agents

InsurGrid expanded its AI-powered Policy Extraction and Policy Comparison tools for P&C agents, targeting one of the most manual parts of the sales process: reviewing and comparing carrier policies line by line across personal and commercial lines.

Source: CoveragerInsurGrid

Expansion

Porch Expands Homeowners of America into Michigan

Porch Group announced that Homeowners of America has launched in Michigan, the 22nd state in which the carrier operates. The move supports Porch’s strategy to expand distribution and grow premium and cash flow through its insurance platform.

Source: Business WirePorch Group

Core Systems

OneShield Wins MACM Core Modernization Deal

Medical Assurance Company of Mississippi selected OneShield Market Solutions to replace legacy on-premises systems with a cloud-based full-suite core platform. The modernization is intended to consolidate workflows and support future growth.

Source: OneShield press releasesBusiness WireOneShield

Funding

Tugboat Raises $2.8M for Home Insurance Claims Support

Tugboat raised approximately $2.77 million as part of a $4 million offering. Founded in 2023, the company helps homeowners navigate insurance claims, identify coverage gaps, compare contractor estimates, and manage claim-related documentation.

Source: CoveragerTugboat

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