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Outmarket AI is building an AI platform purpose-built for commercial insurance agencies. The company is in hyper-growth mode, leveraging AI to enable exponential revenue scaling without proportional headcount growth.
In this Sales Development Representative role, you'll build the outbound engine from the ground up, shaping the sequences, messaging, and prospecting motions that will define how Outmarket sells for years to come. You'll have direct influence on product direction and market narrative through your field insights.
Key responsibilities include:
- Building and executing outbound sequences across phone, email, and LinkedIn targeting commercial insurance agencies that match the ideal customer profile
- Researching target accounts to understand their book of business, growth priorities, and pain points, then crafting personalized outreach
- Leveraging AI tooling to research, personalize, and prospect at scale, continuously automating manual steps
- Qualifying prospects and booking discovery calls for the Account Executive team while hitting monthly pipeline targets
- Creating and testing email templates and talk tracks for the broader team
- Tracking all activity in the CRM and sharing real-time market feedback with sales and marketing leadership
- Partnering closely with marketing and sales leadership to refine targeting and messaging
- Contributing to a collaborative, fast-moving team environment
You should have 2+ years of outbound SDR or BDR experience, ideally selling technology or software into a defined buyer persona. Background in commercial insurance (agency, carrier, wholesaler, or insurtech) or experience selling into insurance agencies is strongly preferred. You're phone-first, comfortable with cold calling, and have a proven track record hitting pipeline and meeting generation targets. Strong research and writing skills are essential, with discipline to personalize rather than rely on volume. You're comfortable in a fast-paced, resource-constrained startup environment where the playbook is still being built, with strong problem-solving and attention to detail. Fluency with CRM and modern sales engagement tooling, plus appetite for adopting AI, is required.
Bonus qualifications include direct prospecting experience into commercial insurance agencies and principals, familiarity with P&C commercial lines landscape, hands-on AI tool experience, and early-stage GTM experience where you helped build outbound motions.
