Olli Insurance

Insurance made simple for businesses of one.

Olli was built by entrepreneurs, insurance experts, and tech pioneers who believe solopreneurs deserve protection that actually works. We didn't set out to disrupt insurance - we set out to make it work for the people who work alone.

Why Not Better

Millions of Americans work for themselves - and too many of them are flying without a safety net. Not because they don't care, but because the system wasn't built for them.

Our team believes that protecting what you build shouldn't be complicated, corporate, or confusing. So we asked a simple question: Why not better? And then we built it.

Our Mission

Protecting the boldest of all - businesses of one.

Our mission is simple: to protect the boldest business of all - the business of one. We do it with an intuitive insurance platform that delivers exactly what you need. Nothing more, nothing less.

Our Values

The principles that guide everything we do

We build what works

We pioneer technology that simplifies insurance, delivering real-time solutions that help people get the protection they need without complexity or confusion.

We empower the bold

We back the people who take initiative, with transparent, tailored insurance that gives them the confidence to move faster.

We do business in the open

We operate with complete transparency and build trust with customers, partners, and team members through honest practices and real accountability.

We build bridges, not walls

We foster partnerships with carriers and tech leaders who share our vision, creating seamless experiences that actually solve problems.

We thrive on the impossible

We embrace change and challenges with optimism and grit, staying agile enough to navigate chaos and deliver what matters.

We champion the dreamers

We build for and with people who bet on themselves, and we make space for diverse perspectives in everything we do.

Meet the Team

Meet the team behind Olli - builders, dreamers, and experts making insurance finally work for solopreneurs

Carrie Hartman

Carrie Hartman

CEO

Leads company vision, product strategy, and organizational growth.

Sean Miller

Sean Miller

COO

Builds and manages the operational systems that scale the business.

Christian Goy

Christian Goy

CMO

Oversees brand strategy, market positioning, and customer acquisition.

Donn Gore

Donn Gore

CTO

Directs platform engineering, technical architecture, and innovation.

CrisPaul Obana

CrisPaul Obana

CIO

Shapes Olli's data strategy, systems architecture, and digital infrastructure.

Beth Cavanaugh

Beth Cavanaugh

CCO

Guides compliance, carrier partnerships, and customer protection standards.

Ready to protect what you've built?

Join the solopreneurs who trust Olli to make insurance simple, easy to understand, and built for the business of one.