Founding Enterprise Account Executive

Join an early-stage AI and B2B SaaS team to build its enterprise sales motion from the ground up. You will own the full sales lifecycle working with company leadership to bring technical AI solutions to large insurance organizations.

• Build and manage an enterprise pipeline from outbound prospecting and discovery through demos negotiation and close.
• Develop the sales playbook and processes as an early member of the sales team.
• Partner with company leadership on enterprise opportunities and take ownership of the sales lifecycle.
• Grow customer accounts through expansion opportunities.
• Navigate complex multi-stakeholder sales with technical buyers and business leaders.

• Three to eight years of experience closing B2B SaaS deals at startups including at least one year closing enterprise deals with $200000 or more in annual contract value.
• Experience building outbound pipeline including prior SDR or BDR work.
• Experience selling AI data or other highly technical products to technical buyers is valuable.
• Startup experience a demonstrated interest in building new sales processes and a bachelors degree or equivalent.
• A track record of reasonable tenure with at least one year in all but at most one recent role.

Base salary: $125000 to $170000 annually. Visa sponsorship is available.

Remote within the United States. Primary location: Chicago Illinois.