Carrier Strategy, InsurTech, Insurance Investment M&A, M&A & Strategic Investmen, Venture Capital & Growth
Gilad Shai
Insurance & InsurTech Investment Report: ...

Six deals. $3.1B deployed. Bill Ackman built his Berkshire. PayPay bought a life insurer for 74 million users. Abu Dhabi backed insurance software. The world noticed insurance this week.

Insurance & InsurTech Investment Report: Week of May 31 – June 6, 2026
Carrier, Insurance Investment M&A, investments, Venture Capital & Growth
Gilad Shai
Insurance & InsurTech Investment ...

## Week of May 10–16, 2026

$1.75B+ disclosed | 7 transactions | Largest capital week of 2026

The week's headline number is $1.75 billion — but the composition is more important than the total. Three distinct capital themes converged simultaneously: AI is being embedded into the distribution layer of insurance (Novella, Outmarket AI, Vapi), carriers are moving upstream into physical risk reduction rather than just pricing for it (Mercury/BurnBot), and the global insurance-asset management convergence is producing its largest single transaction of the year (MS&AD/Barings). The brokerage consolidation machine continues in the background — Shepherd and ALPS both added scale quietly. This is not a week of isolated deals. It is a week where three structural shifts in insurance all moved at once.

Insurance & InsurTech Investment Intelligence Report: Week of May 10–16, 2026
Insurance Investment M&A, investments, Venture Capital
Gilad Shai
Insurance & InsurTech Investment ...

$820M disclosed | 4 transactions | Heaviest week of 2026 by capital deployed

Every deal this week is AI-native. Every deal attacks a different layer of the insurance infrastructure stack: claims administration, carrier underwriting, software modernization, and catastrophe capital. Gallagher Re's Q1 2026 report, released simultaneously, confirms the macro: global insurtech funding reached $1.63B in Q1, with AI-focused firms capturing 95% of all capital deployed. This week alone represents half of that quarterly total in five days. The insurance industry is not experimenting with AI. It is funding the companies that will make the current operating model obsolete.

Insurance & InsurTech Investment Intelligence Report: May 4–9, 2026
Insurance Investment M&A, investments, Venture Capital
Gilad Shai
Insurance & InsurTech Investment Report: ...

This wasn’t a big week. It was a decisive one.

Across six transactions, the signal is clear: insurance is consolidating around control—of data, distribution, capital, and underwriting.

From Counterpart taking risk onto its own balance sheet, to Northwestern Mutual turning venture into a distribution strategy, to Baldwin completing a fully integrated insurance stack—this is no longer about incremental innovation.

It’s about who owns the system

Insurance & InsurTech Investment Report: Week of April 27 – May 2, 2026
investments
Gilad Shai
Insurance and InsurTech Investments Report: ...

Capital this week flowed decisively toward AI-driven infrastructure and tightly integrated distribution models, with standout rounds in claims, TPA, and Medicare platforms. At the same time, both early-stage MGAs and scaled brokers attracted funding, reinforcing a market where owning workflow, data, and carrier alignment—not just distribution—defines competitive advantage.

Insurance and InsurTech Investments Report: April 6–10, 2026
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M&A Insurance & InsurTech Quarterly Report 2025Q4

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M&A Insurance & InsurTech Quarterly Report 2025Q4

Q4 2025 marked a turning point in insurance and insurtech M&A, with fewer but significantly larger deals reshaping the market. Insurtech M&A surged to 21 transactions in Q3 2025—the highest level since Q3 2022—even as overall insurtech deal volume fell to just 76, the lowest count in years. At the same time, traditional insurance consolidation was dominated by megadeals such as Gallagher’s $13.45 billion acquisition of AssuredPartners, underscoring how scale, specialty capabilities, and technology are now central to competitive strategy across the sector.

Tomer Kashi - CEO of Voom Insurance

Tomer Kashi is CEO and Co-Founder of VOOM a tech "geek" that "fell in love" in InsurTech.

Under Tomer's leadership, VOOM created its global risk engine and InsurTech platform, secured partnerships with leading global insurance companies, and onboarded tens of thousands of clients. Prior to VOOM, Tomer was a part of the elite cybersecurity unit of the Israeli Prime Minister’s Office, where he spearheaded inter-disciplinary technological projects. His last project received an award from the country's president due to its significant contribution on a national level.

Tomer is an alumnus of Israel’s esteemed Air Force program “Talpiot,” he holds an MBA from Tel Aviv University and a BSc in computer science and physics from the Hebrew University.

 

About VOOM

VOOM is an InsurTech startup providing innovative insurance solutions for "Emerging Mobility" verticals, based on advanced risk-analytics and proprietary policy admin system.

The company's first product, SkyWatch.AI, is the category-leading solution for the commercial drone insurance industry. It sold tens of thousands of policies across 4 countries, directly to customers and via affiliated brokers. Following the success in drones, VOOM is incubating additional products based on the same underlying technology and know-how for a broad range of "Emerging Mobility" categories from e-scooters/bikes to connected vehicles.

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Bryan Falchuk - The Future of Insurance

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Bryan Falchuk is the Founder and Managing Partner of Insurance Evolution Partners, which advises carriers and their partners on how to navigate an evolving industry facing disruption and change. Bryan spent 20 years in the insurance industry, including serving as Head of Claims for Hiscox USA and leading Growth for insurtech communications solution, Hi Marley. Bryan has also held leadership roles in corporate strategy, operations, and distribution at carriers like Liberty Mutual and Beazley. He was a consultant in McKinsey & Company’s insurance practice and is on the advisory boards of several startups focused on the insurance industry.

We had a lovely conversation talking about Bryan’s book. I really enjoyed drilling down into the use-cases that Bryan covers in his book—the success stories and the lessons learned.

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Nick Lamparelli - InsurTech Talk

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Nick Lamparelli - InsurTech Talk

Nick Lamparelli joined Gilad and the InsurTechLA community for an unscripted InsurTechTalk. In this broadcasted event, Nick was in the interviewee's seat. We had the opportunity to learn about Nick’s day job and dive into flood insurance and how to build insurance programs.