Founding Go-to-Market

About Coverwatch

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.