Want to break into tech sales at a YC-backed startup? Beagle is hiring early-career reps who want to move fast, learn fast, and grow into leadership. We are hiring for our Chicago office (on-site).
About the Role: Beagle is building the first fully automated insurance carrier. We’re hiring hard-working, 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. You’ll be working with a product used by property managers, powered by AI, in a $1T+ market
Schedule: Monday–Friday: 7:30 AM – 6:00 PM (in-office)Once a month training on Saturday: 12 PM – 1 PM (in-office)
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)
What We Look 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.Compensation Base: $60k–$80kOTE: $200k+Benefits: Health, dental, vision, 401(k)Hit your numbers → promotion path in 2–6 months (AE/AM/Ops/Leadership)
Interview Process: 1 screening call → work trial → decision within 72 hours. We move fast. No slow hiring cycles.

Also on the board Same function, level within a rung

Level

Senior

Salary

$60k–$80k

Location

Chicago, IL

Occupation

Sales Representatives of Services, Except Advertising, Insurance, Financial Services, and Travel

Industry

Insurance Agencies and Brokerages

Posted

3 days ago

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