At Coverwatch we are building the next-generation AI-native commercial insurance broker. Commercial insurance is a $1T market where the core work still runs on email, PDFs, spreadsheets, and manual labor. It's the next industry that will be completely rewritten by AI.

We’re a team of 2nd time founders (ex-YC, Pear VC) who previously built a tech-enabled services company, and worked at companies like Google and Goldman Sachs. We're backed by top investors and a group of insurance founders and operators.

The Role

You will be working directly with the CEO and co-founders across the entire Growth surface area, and have end-to-end ownership across several initiatives.

Partnerships. Fractional CFOs, accounting firms, payroll providers, lawyers, and operators across our verticals: ecommerce and consumer brands, property management and HOAs, contractors, trucking, garage and auto dealerships.
Events. Vertical industry shows, niche events where we can convert. You'll have the budget to fly across the country every other week if necessary
Founder dinners. Getting the right folks together for great experiences
Outbound experimentation. Email, LinkedIn, Cold Calling - we have access to the best tooling to help us scale any kind of signal based campaign
Direct selling. You will be responsible for selling the Coverwatch value prop directly to the customer, and hand them to the Risk Management team
Hiring and leading BDRs as we scale.
Get creative anything goes, we're rewriting the rules of the game on how insurance is sold

The goal is to be quantitative and experiment driven - every week you need to test new campaigns and iterate on what works and kill what doesn't.

You

Raw intellectual horsepower, with a bias for action
Structured and quantitative thinker but able to move at high speed.
Ex-Management consulting (McKinsey, BCG, Bain) or experience at high growth, ops-heavy companies, Chief of Staff at a growth-stage company or ex-founder eager to do it all over again.
You've planned conferences, signed a partners, or built a growth motion from scratch earning secrets only experimentation and real world conversations can unlock.
Equally at home in a CAC model, grinding highly customized emails or on a phone with a CFO.
You want scope and ownership, and love building from scratch

What you get

Your be directly responsible for the rebuilding of a $1T traditional industry from the ground up. The work you do will reshape how growth is done, and you'll have a chance to grow into our future VP Growth or Chief Growth Officer.

$130K to $160K base
0.5% to 1% equity
Gold tier health coverage

How We Work

In-person in San Francisco. High intensity, low ego.

Coverwatch Jobs

Founding GTM