Sales Director (AI)

Location: Remote

Base salary: $145,000–$165,000 per year; OTE: $290,000–$330,000, plus stock options, benefits, and additional perks.

Company

AI-native software platform transforming the insurance policy lifecycle with agentic AI, serving carriers, mutuals, and startup MGAs.

What you will do

• Own the full enterprise sales cycle from prospecting through closing complex, multi-stakeholder deals with 6–12+ month sales cycles.
• Drive new logo acquisition and execute account-based strategies across target insurance organizations.
• Build executive relationships with C-suite, VP, and Director-level stakeholders and act as a trusted advisor.
• Lead value-based discovery and position solutions around customer business outcomes.
• Partner with Marketing, SDRs, Solutions Engineering, Legal, Customer Success, Delivery, Product, and Engineering to progress deals.
• Own a territory as a business and consistently exceed quarterly and annual quota targets.

Requirements

• 3–10 years of B2B enterprise software sales experience.
• Track record of prospecting and closing new clients throughout the sales cycle.
• Experience establishing and navigating C-suite relationships and procurement processes.
• Training and success in a process-oriented sales environment using frameworks such as MEDDIC, MEDDPICC, or Challenger.
• Experience with SFDC, Google Workspace, and sales enablement tools such as HubSpot, LinkedIn Sales Navigator, and Gong.
• Base knowledge of AI and machine learning, with the ability to position these concepts for clients.

Nice to have

• P&C or specialty insurance industry experience.
• Experience in entrepreneurial, high-growth software companies.

Culture & Benefits

• Competitive base pay with an uncapped commission structure and performance accelerators.
• Stock options, benefits, and additional perks.
• First-principles approach focused on learning, adaptability, and direct customer impact.
• Equal-opportunity workplace with reasonable accommodations available during hiring and employment.