The Role
Lead go-to-market at an AI-native commercial insurance startup: own partnerships, events, outbound, direct sales, and hiring BDRs. Run data-driven experiments, convert customers, and build scalable growth motions alongside founders to drive revenue and expand verticals.
Summary Generated by Built In
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.
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.
- 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
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
In-person in San Francisco. High intensity, low ego.
The base pay range for this role is $120 – $160 per year.
Skills Required
- Experience at a top management consulting firm (McKinsey, BCG, Bain) or equivalent strategic consulting experience.
- Experience at high-growth, operations-heavy companies, Chief of Staff at growth-stage company, or prior founder.
- Proven track record building GTM motions, signing partners, planning conferences, or running vertical-focused growth programs.
- Direct sales experience selling to B2B customers and handing leads to operations/risk teams.
- Outbound channel experience: email, LinkedIn, cold calling, and working within a CAC model.
- Experience hiring, managing, and scaling BDR teams.
- Willingness and ability to travel frequently for events (potentially cross-country every other week).
- Located in and able to work in-person in San Francisco.
- Strong quantitative, structured thinking with bias for action and experimentation.
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The Company
What We Do
Coverwatch is an AI-native commercial insurance brokerage and risk management platform built for modern businesses. It serves as an intermediary between clients and insurance carriers, offering smarter, faster risk management with quotes delivered within 24-48 hours. The company focuses on simplifying insurance for businesses managing real commercial risks, including specialization in hard-to-place and complex risk, powered by a combination of experts and world-class AI.
