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GTM Associate

Job in Chicago, Cook County, Illinois, 60290, USA
Listing for: Alumni Ventures
Full Time position
Listed on 2026-06-30
Job specializations:
  • Sales
  • Insurance
Salary/Wage Range or Industry Benchmark: 60000 - 130000 USD Yearly USD 60000.00 130000.00 YEAR
Job Description & How to Apply Below

Corgi Insurance

Corgi is building an AI financial infrastructure company

GTM Associate

$60K - $130K Dallas, TX, US / Chicago, IL, US / Atlanta, GA, US

Job type:
Full-time | Role:
Sales |

Experience:

Any (new grads ok) | Visa: US citizen/visa only

About the role

About Corgi

Corgi is vertically integrating the entire insurance industry. We design, underwrite, price, and issue insurance directly. Insurance is the largest unautomated industry in financial services, and we're rebuilding it from the ground up using AI. We've raised $374M from Kindred, TCV, and others to do so.

Building something great requires working hard. We are in the office 6-7 days a week. We are meritocratic with very high standards. If you don't meet them, you'll get cut. But if you deliver, you have unlimited scope to grow.

We move quickly, care deeply about talent density, and hire people who want to solve difficult problems with unusually high ownership.

We’re hiring hard-working, high-energy early-career sales reps to join our in-person team in Dallas, Chicago, and Atlanta.

This is a ground-floor sales role where you’ll learn outbound, talk to property managers daily, and move fast.

What we’re looking for

Hunger > experience

Confident communicator

Comfortable talking with customers

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
  • Be in-office 5-6 days/week (AE path)
Why You Should Join
  • Ground Floor Opportunity: You’ll be helping to shape and grow a revolutionary company with the resources to back it.
  • 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.
Compensation
  • $60-85k base (determined by experience + performance)
  • $130k+ OTE
  • Hit your numbers - move up fast (AE, AM, Ops, or Leadership in 2-6 months).
About the interview

Interview Process: 1 screening call - 1 simulated work trial - offer in less than 3 days. We move fast, no drawn-out processes and no waiting games.

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.

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Position Requirements
10+ Years work experience
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