Gilad Shai
Weekly Investment & Strategic Deals: Dec ...

Week of Dec 22–28, 2025 (WW52)

Late December is typically a dead zone for announcements. This year was different.

While primary dealmaking slowed, several material funding rounds, strategic partnerships, and ecosystem moves were formalized or surfaced during the holiday window—particularly across embedded real-estate insurance, commercial auto MGAs, and insurance-specific financial automation.

The pattern is consistent with broader 2025 dynamics: fewer announcements, but higher signal per deal, and capital continuing to flow toward platforms that control workflow, data, or distribution.

Weekly Investment & Strategic Deals: Dec 22–28, 2025
Alex Devoto
Scream

The 1996 movie ‘Scream’ taught us one thing: Don’t answer the phone! And much like the characters of that movie, so to insurers should heed this advice when engaging with Millennials.

Scream
Entrepreneurship, Startup
Gilad Shai
Startup Life

A startup has a life but the people who breathe life into it…, well, they usually don't.

People like the idea of a startup. It is romantic. The excitement diminishes when they find out the extent of their responsibility and compensation. Basically, most people really want to work for Google. Google is a multibillion-dollar behemoth that has all the risk management tools and processes to support it. And yes! They still have all the perks and cool parties at the end of Google I/O.

Innovation, Overview, Startup, Trends
Gilad Shai
Innovation as a step function

Step Up

The entrance of startups to the insurance industry, nearly four years ago (2015), introduced a change, innovation, that made all the components, whether they are linear or passive, to react. The new teen spirit that the startup introduced acted as a step function that increased the value of the industry. The input may be a nice and clean function. It has a ripple effect that affects the entire pond until is converges on the new and higher level.

Innovation as a step function

Weekly Investment & Strategic Deals: Dec 22–28, 2025

Weekly Investment & Strategic Deals: Dec 22–28, 2025

Week of Dec 22–28, 2025 (WW52)

Late December is typically a dead zone for announcements. This year was different.

While primary dealmaking slowed, several material funding rounds, strategic partnerships, and ecosystem moves were formalized or surfaced during the holiday window—particularly across embedded real-estate insurance, commercial auto MGAs, and insurance-specific financial automation.

The pattern is consistent with broader 2025 dynamics: fewer announcements, but higher signal per deal, and capital continuing to flow toward platforms that control workflow, data, or distribution.

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Q4 2025 INSURANCE & INSURTECH M&A

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Q4 2025 INSURANCE & INSURTECH M&A

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.