Beagle by Corgi (YC S24) is vertically integrating the entire insurance + property technology industry. We design, underwrite, price, and issue insurance directly. Insurance is the largest un-automated industry in financial services, and we're rebuilding it from the ground up using AI. We've raised $374M from Kindred, TCV, and others.
We’re hiring high-energy early-career sales reps to join our in-person team in Chicago. This is a ground-floor sales role where you’ll learn outbound, talk to property managers daily, and move fast.
Building something great requires working hard and we are meritocratic with very high standards. If you deliver, you have unlimited scope to grow. We move quickly, care deeply about talent density, and hire people who want unusually high ownership.
What we're looking for:
- Hunger and coachability over experience
- Confident communicator
- Thrives in high-speed, high-accountability roles
- Strong organization + follow-through
- Must be authorized to work in the US.
What you'll do:
- Make outbound calls + book meetings with property managers
- Keep CRM updated daily
- Help accounts from deal-close → onboarding → billing
- Clear blockers fast during onboarding
- Spot upsell opportunities
Impact & Speed: Work in a fast-paced environment where your contributions will have immediate, tangible effects on the company’s success.
Growth Potential: We move fast and our people do too. We prefer to promote rather than hire, and will likely have many new roles coming in the near future. Hit your numbers, path to AE, AM, Ops, or Leadership in 2-6 months.
Compensation
$60-$65k base (determined by experience + performance)
$90k+ OTE
Interview Process
1 screening call → 1 simulated work trial → offer in less than 3 days. We move fast, no drawn-out hiring processes.
About Corgi Insurance
Corgi is a full-stack insurance carrier building better, faster insurance products for startups. We’re not a broker, so we underwrite and issue policies directly, with fewer handoffs and less friction. Cutting out intermediaries lets us tailor coverage to how companies actually operate and price risk more efficiently.
Skills Required
- Hunger and coachability over experience
- Confident communicator
- Ability to thrive in high-speed, high-accountability roles
- Strong organization and follow-through
- Must be authorized to work in the United States
