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Salary: USD 500,000 - 0 / annual
Gradient AI is an AI-powered SaaS platform revolutionizing group health and P&C insurance by helping insurers predict risk more accurately, improve profitability, and automate underwriting and claims. The platform leverages one of the industry's largest data lakes—tens of millions of policies and claims—to deliver actionable insights. Founded in 2018 and backed by $56M in Series C funding, Gradient AI is trusted by leading carriers, MGAs, TPAs, and self-insured employers.
You will lead and grow a team of enterprise sales representatives selling AI-powered SaaS underwriting and analytics solutions to health insurance and benefits organizations. You'll own your team's pipeline, forecasting, and quota attainment while instilling a consultative selling mindset across the group.
Key responsibilities include:
- Recruit, coach, and manage a team of enterprise sales reps with clear expectations around pipeline, forecasting, and consultative selling standards
- Own regional sales targets and ensure the team hits, achieves, and exceeds monthly and annual quotas with accurate Salesforce forecasting and pipeline reporting
- Conduct regular 1:1s and pipeline reviews to identify coaching opportunities, remove blockers, and reinforce consultative selling
- Lead by example on key deals, stepping into complex or strategic opportunities to model consultative selling and build credibility with major accounts
- Own hiring, onboarding, and ramp planning for new sales representatives
- Identify underperformance early and create improvement plans while recognizing and developing high performers
- Partner with Marketing, Product, and Customer Success to relay field feedback and shape regional demand generation and messaging
- Represent the team in leadership forecasting calls and QBRs, providing visibility into regional trends, risks, and opportunities
Requirements:
- 10+ years of enterprise SaaS or technology sales experience, including experience leading, coaching, or mentoring a sales team
- Domain expertise in the health insurance space
- Proven experience hiring, onboarding, and developing sales talent, including identifying and addressing underperformance
- Strong consultative and strategic mindset with prior experience rolling out a new sales process or methodology across a team
- Ideally prior experience navigating complex buying committees, including Chief Actuaries, CMOs, VPs of Underwriting, and CFOs at health carriers and benefits organizations
- Outstanding verbal and written communication skills
- Ability to lead in a self-driven manner within a fast-paced, collaborative startup environment with comfort with ambiguity and bias toward action