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Rosella

An AI-native commercial insurance broker for America.
FOUNDED
2025
SECTOR
Insurance
AI-enabled Services
CO-INVESTOR
Intact Capital
Chris Dwyer, Sean Stuart - Founders, Rosella
Rosella is building an AI-native commercial insurance brokerage for US businesses, redesigning core brokerage workflows around AI while keeping brokers in the loop.

The Insight

Commercial insurance is a large, service-heavy category, and Rosella sees an opportunity to build the brokerage model around AI from the ground up rather than layering software onto legacy operations. The team's ambition is broader than automating tasks: it wants to build a major AI-native services company in the US, beginning with businesses that spend heavily on commercial insurance.

The Product

Rosella is rebuilding brokerage workflows such as submissions, policy comparison and servicing around AI, automating repetitive operational work while keeping brokers in the loop for judgment and customer relationships. The model combines software with a regulated, service-led experience rather than treating AI as a standalone tool.

The Journey

Chris was the founding engineer at an AI-native banking company before starting Rosella. Sean comes from a legal background and once ran 80 marathons in 80 days. That experience also exposed him personally to the consequences of lacking insurance coverage during a serious health episode, giving the problem an unusually direct connection to his own life.

The Belief

Speed and honesty above all else.