Federato names Yogesh Sapre as CRO, pushes AI-native insurance growth

Federato’s hire of Yogesh Sapre as chief revenue officer is a telltale move for an insurtech that wants to be judged less like a startup and more like infrastructure. The company said on May 19, 2026, that Sapre brings more than 25 years in property and casualty insurance core systems, a résumé that fits a vendor trying to sell AI-native software into the most conservative parts of the carrier stack.

That matters because Federato is no longer just chasing product interest. The company said Sapre is the third executive to join from legacy platforms after its recent $100 million Series D funding round, led by Growth Equity at Goldman Sachs Alternatives. Federato also added Tim Mossing as chief customer officer on March 25, 2026, and Lisa Khoury as chief marketing officer on December 17, 2025, building out the revenue, delivery, and marketing bench around a broader commercial push.

The timing points to a company moving past proof-of-concept conversations. Federato launched enterprise-grade agentic AI for insurance on October 22, 2025, and said its own research found that less than 25% of bound risk matches an insurer’s strategy. That is the kind of stat that gives underwriters and portfolio leaders a blunt reason to pay attention, especially when the software is positioned to sit across the full policy lifecycle rather than as a narrow point tool.

Will Ross framed the shift in similarly direct terms, saying carriers, MGAs, and aggregators are looking to scale AI as transformation within core systems, not as an add-on to the legacy core. In that light, Sapre’s background in P&C core systems is the point. Federato is trying to convert AI messaging into something that enterprise buyers can trust when the implementation risk is real and the sales cycle stretches across underwriting, operations, and technology teams.

The company’s commercial buildout has been visible for more than a year. Federato said Ben Howell became its first sales leader for EMEA, based in London and focused on the UK, Europe, and the Middle East, and later identified him as vice president, EMEA, after he came from Sapiens. Federato, founded in 2020, says it has already transformed underwriting operations for thousands of underwriters at global carriers, MGAs, and mutuals. That scale gives the Sapre hire a different meaning: Federato is not just hiring another executive, it is signaling that AI-native insurance software is entering the phase where enterprise sales maturity, customer delivery, and ecosystem credibility have to keep pace with the product.