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Confidential company, Sales & GTM

Founding Sales Representative at VC-backed insurtech startup

Location
San Francisco, United States
Compensation
$80k-$160k OTE + Equity

Launch your career at a well-funded insurtech startup in San Francisco where you will serve as a founding sales professional responsible for disrupting the massive commercial insurance industry through the strategic application of proprietary AI and automation tools. This unique opportunity allows you to build your own scalable book of business with industry-leading commission splits and significant equity while working alongside a high-caliber founding team to eliminate the administrative burdens of traditional brokerage, allowing you to focus entirely on closing deals and maximizing your long-term earning potential in a fast-paced environment.

What's the next step?

Confidential company are hiring from Jack's network. Talk to Jack for free and get a direct introduction to the team, if a good fit.

Role overview

Join a high-growth insurtech startup as a founding sales professional to disrupt the commercial insurance market. You will drive revenue by closing small business accounts, leveraging proprietary AI tools to automate administrative tasks. This role offers the unique opportunity to build a personal book of business while shaping the company’s core sales processes.

About the company

VC-backed insurtech startup

What you will do

  • Execute high-volume outbound prospecting to small and medium businesses to identify and qualify new opportunities.
  • Manage the full sales cycle from initial outreach to closing policies and managing long-term client renewals.
  • Provide feedback to the engineering team to optimize proprietary AI tools that automate submissions and documentation.

Who this is a fit for

  • 1–5 years of professional sales experience with a documented track record of exceeding revenue performance quotas.
  • Disciplined approach to pipeline management and high-volume outreach in a fast-paced, high-growth environment.
  • Excellent communication skills with the ability to build client trust and navigate complex objections effectively.

Why this role is remarkable

  • Build a scalable book of business with industry-leading commission splits and equity in a fast-growing startup.
  • Backed by top-tier VCs and prominent industry executives from some of the world’s largest insurance carriers.
  • Work directly with founders to integrate AI automation into the sales cycle, eliminating manual paperwork and maximizing selling time.

How Jack & Jill work together

Jack
I get to know what you’re great at, then find roles you’d never find yourself.
Jill
I recruit from Jack’s network and make the intro when I spot a great match.
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Jack gets to know what you're great at and what you want next, then searches 15 million jobs daily and helps you discover roles at companies like this.

What happens next?

  1. Jack’s an AI agent for job searching and career coaching. He works for you.

  2. Jill is the AI agent for hiring, working for the company. She recruits from Jack’s network.

  3. If your profile’s a match and Confidential company wants to meet, Jill will make the intro. In the meantime, Jack will send you excellent alternatives.

Learn about Jack