Why I'm plotting a platform for DIY captive insurance
I've been a little obsessed with the concept of captive insurance ever since I built Salesforce solutions for a captive insurance company. It’s a niche market, so you likely haven’t heard of it, but that’s exactly what made it an ideal fit for me, a builder of niche solutions.
Captive insurance effectively allows businesses to become their own insurance provider. In a captive insurance setup, a company can create its own insurance entity— a “captive” insurance company— and pools premiums with other captives (legal requirement for insurance, though the model isn't strictly limited to legal insurance entities). At the end of the year, any unclaimed premiums minus management fees... go right back to the businesses. Bloody brilliant.
So I've been plotting a software platform that let's people manage their own captive insurance agencies. Member, premium & claims management, blockchain for policy smart contracts, a member portal- everything a group would need all in a slick, extendible, configurable package. All very much in my wheelhouse.
What I like about this plan is that it makes a traditionally capital-intensive solution accessible to people working together. That's the kind of solutions I'm working towards. Decentralization will be a common focus of mine.
Jessie Grenfell
Jessie has spent 20+ years architecting and delivering software for organizations where complexity is the norm: financial services, insurance, nonprofits, and regulated industries where getting it wrong isn’t an option. She specializes in the hard problems: unique operational workflows, cross-system integrations, and compliance requirements (HIPAA, CCPA, SOC 2) built into the design from the first conversation.
Her AI work comes out of that background. She has shipped AI to production, not just piloted it: a multi-agent research pipeline that cut a client’s investigation time from over an hour to minutes, and natural-language analytics that let executives ask plain-English questions of their operational data and get validated charts back. Years building business critical systems taught her where AI belongs in a business process and where it doesn’t.
At Codality, she leads engagements from discovery through delivery, because she’s seen what happens when that thread gets cut.