Top insurtech funding rounds, May 2025

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There were about 48 funding events in the insurtech sector between May 1 and May 31, 2025, according to a review by Digital Insurance. What follows is a selection of these, focusing on those in the insurtech and property & casualty sectors that are part of the venture-capital financing model. (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 the month of April, click here. These updates will continue monthly.

Bestow

  • $70,000,000.00, Series D, May 13 
  • Type of company: Life insurance SaaS company
  • Investors: Growth Equity at Goldman Sachs Alternatives and Smith Point Capital, Decades Holdings, 8VC, New Enterprise Associates, Abstract

"This investment strengthens Bestow's position as the preferred partner for life insurance and annuity providers seeking to modernize and scale," said Melbourne O'Banion, CEO and Co-founder of Bestow. "We are accelerating product innovation to help the industry stay ahead of market trends, unlock new opportunities, and build lasting competitive advantages through technology. We are deeply grateful to our investors and carrier partners for their support and shared belief in our mission to modernize the life insurance and annuities space."

Eventual

  • $4,999,992.00, Venture - Series Unknown, May 30 
  • Type of company: Climate risk protection add on to property insurance
  • Investors: Clocktower Technology Ventures, Harvest Venture Partners, Upfront Ventures

Voltaire

  • $4,300,000.00, Seed, May 2 
  • Type of company: P&C claims letter automation
  • Investors: FundNV, Jeff Saling, 1864 Fund, Battle Born Venture

"Claims departments are increasingly overwhelmed by manual workloads, and copy-paste errors have quietly become a substantial source of cost and compliance risk," said Yo Sub Kwon, CEO at Voltaire. "Our platform directly addresses these challenges, enabling insurers to significantly cut leakage, reduce labor hours, and mitigate litigation risk with virtually no additional IT overhead."

Wunderite

  • $1,399,996.00, Venture - Series Unknown, May 14
  • Type of company: Software provider for independent insurance agencies
  • Investors: Techstars, Spark Capital, Correlation Ventures, Bragiel Brothers, York IE

Sproutr

  • Not Announced, Seed, May 15
  • Type of company: Insurance program solutions for MGAs and insurers
  • Investors: Altai Ventures

"Developing effective product language comes from program management experience," said Oleg Ilichev, Managing Partner, Altai Ventures. "Leading with outcome-based insurance insights, Sproutr has built a method that enhances these existing workflows and offerings by combining the best insurance product experts with modern technology to design insurance products and programs in a more efficient and strategic manner." 

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