Responsibilities

• Prospecting and lead generation: Identify and target insurance carriers, lenders, and other regulated enterprises through research, networking, industry events, and cold outreach. Build the relationships that drive revenue, pipeline, and deployment capacity.
• Manage relationships: Build and maintain strong relationships with key decision-makers and stakeholders at our largest customers, from operations leaders to compliance officers. Serve as their primary commercial point of contact and exceed their expectations.
• Sales strategy and planning: Develop and execute the sales strategy to meet or exceed targets. Craft tailored presentations, proposals, and ROI models that speak to how insurance and lending operations actually run, and build the campaigns and collateral we don't have yet.
• Collaborate cross-functionally: Work closely with the founder, product, and agent engineering to deliver on what you sell. What you hear from buyers shapes the roadmap directly.
• Operate as an AI-native seller: Use AI tools across the full sales cycle, from account research and personalized outreach to call summarization, pipeline forecasting, and deal execution. Automate the low-value work, reinvest that time in customer relationships, and keep experimenting with new tools to work faster than traditional methods allow.

Requirements

• 6 to 8 years in an enterprise customer-facing sales role, identifying and closing large accounts.
• Enterprise experience: you've carried a $1M+ quota and run end-to-end complex 6- and 7-figure ACV deals, ideally into insurance, financial services, or another regulated industry where compliance sits at the table.
• Strong communication skills: exceptional verbal and written communication, from a cold email to a boardroom.
• Analytical mindset: you analyze market trends, identify opportunities, and make data-driven decisions about where to spend your time.
• Prospecting and lead generation: a proven track record of building pipeline yourself through research, networking, and cold outreach, not inheriting it from an SDR team.

Preferred

• Industry knowledge: familiarity with insurance, lending, or fintech, and with the AI landscape, key players, and emerging trends.
• Experience as a first or early sales hire where you built the playbook rather than ran one.
• Experience selling conversational AI, contact center software, or CCaaS.