Corgi

Company Description Corgi is building the first fully automated insurance carrier. We've raised over $108M and are launching a trucking insurance carrier from zero into a $40B+ market still underwritten on paper files and 1990s rating engines. We're hiring early-career sales reps who can sell water to a pond, want to be in the building, on the phones, every day, and join the ground floor of a company on track to $100B+. To learn more, visit www.corgi.com.

Role Description This is a full-time, on-site role based in San Francisco for a Sales Development Representative on our trucking insurance team. You will work directly with the two executives leading the division, making outbound calls and booking qualified meetings with fleet owners, dispatchers, safety directors, and platform partners. You will research target accounts before you dial (fleet size, equipment, lanes, loss history), keep the CRM updated daily, hand clean qualified meetings to Account Executives, support accounts from deal close through onboarding and first bind, and surface upsell opportunities as you spot them. In-office 5 to 6 days a week, not remote, not hybrid. Hit your numbers and move into an AE seat in 6 to 12 months.

Team You will work directly with the two executives leading this division. Brianna Lynch began her career at EY before leading FP&A and Corporate Development at HarbourVest Partners, then joined Affiliated Managers Group (an $880B asset manager) where she worked across M&A and Investor Relations acquiring and advising private equity, hedge fund, and venture capital firms. She joined Corgi in 2025 as Head of Finance and leads M&A alongside Drew. Drew Bregman previously founded a behavioral assessment company that helps the NSA and U.S. military identify talent. Before that, he co-founded Corgi's M&A team and the sales division at Corgi's subsidiary Beagle (40% MoM growth), and earlier built transportation management software as an engineer at a large freight brokerage.

Qualifications

• Hunger over experience
• Confident communicator, comfortable on a cold call within your first week
• Thrives in high-speed, high-accountability environments
• Strong organization and follow-through
• Authorized to work in the US
• Competitive background (athletics, military, debate, sales contests) is a plus
• Prior cold outbound experience (SDR, door-to-door, fundraising, recruiting) is a plus
• Curiosity about trucking, logistics, or insurance is a plus
• Bachelor's degree or equivalent experience preferred