Top insurtech funding rounds, March 2026

Peter Bermingham and Paul Prendergast standing together
Peter Bermingham, CTO (left), Paul Prendergast, CEO (right.)
Kayna

There were over 40 funding events in the insurtech sector in March 2026, according to a review by Digital Insurance. What follows is a selection of these. (Other funding events, such as private-equity infusions, are included in the overall count.)

A portion of the data was sourced from Crunchbase. Other information, including quotes from investing VCs, comes from company announcements. For our previous edition, which covered February, click here. These updates will continue monthly.

Shepherd

- Funding: $42 million Series B
- Type of company: AI-native commercial insurance platform
- Investors: Intact Private Capital, Spark Capital, Costanoa Ventures

"The AI race moved from the cloud to the construction site," said Justin Levine, CEO and co-founder of Shepherd, in a press release. "Every GPU cluster needs a building. Every building needs to be constructed. Every data center requires dedicated power. And the insurance market that is supposed to keep those projects moving has been operating the same way for decades. We built Shepherd because we believed the old approach to commercial underwriting needed to change fundamentally — not just get faster, but get smarter. That is why the biggest names in AI infrastructure are choosing us."

Notch

- Funding: $30 million Series A funding round
- Type of company: an AI platform for regulated industries, initially focused on global insurers, large brokers, and financial institutions
- Investors: Headline, Lightspeed Venture Partners, Jibe Ventures, Illuminate Financial, Phoenix Insurance

"The insurance industry is beginning to understand the full potential of agentic AI," said Notch co-founder and CEO Rafael Broshi, in a press release. "However, much of the market today is focused on point solutions that automate individual tasks, resulting in fragmented systems and mounting technical debt. The bigger opportunity is connecting broker and policyholder interactions directly to governed, compliant operational execution across the insurer's core workflows. That's where AI moves from incremental efficiency to a real end-to-end competitive advantage."

Obin AI

- Funding: $7 million seed funding
- Type of company: an enterprise AI company building an agentic workforce for financial institutions
- Investors: Motive Partners, angel investors and advisors Dr. Fei-Fei Li and Lukasz Kaiser

"In financial services, you can be 95% accurate and still be 100% wrong. In a regulated industry managing billions or trillions of dollars, that final margin of error determines whether AI can be trusted. We built Obin AI to solve for that 'last mile,' where institutions can rely on AI to support high-stakes, firmwide decisions with confidence," said Apoorv Saxena, co-founder and CEO of Obin AI, in a press release.

Kayna

- Funding: $1.7 million (€1.5 million) seed funding round 

- Type of company: embedded insurance infrastructure platform

- Investors: Delta Partners, MiddleGame Ventures, Aperture, Leo Capital, Enterprise Ireland, Digital Irish

"All of the essential elements are now in place, allowing us to scale effectively in our key markets. We are immensely gratified with the ongoing commitment of our long-term investors backing us in this latest funding round and equally delighted to have secured new investors that add to the breadth of expertise with proven playbooks and dynamic international networks that we can tap into. With our global brokerage partner, a growing VSaaS client base and skilled Kayna team on board in Ireland and the USA, we're ready to grow and aim to enable $1 billion in commercial insurance transactions across the next five years," said Paul Prendergast, CEO and co-founder of Kayna, in a press release.
This roundup was created with AI assistance. A Digital Insurance editor reviewed each item before publication.