Founding Enterprise Account Executive — AI for Insurance

True Talent Solutions Partners; Oregon; Hybrid; USD 125,000 - 170,000; Full time

Benefits offered by this job

Visa sponsorship available

Job summary

True Talent Solutions Partners is seeking a founding Enterprise Account Executive to build and own our enterprise sales motion for an AI platform company. You will partner with company leadership to bring technical AI solutions to large insurance organizations.

You will build the pipeline end to end, create the sales playbook, and close enterprise deals with 30–60 day cycles. Remote role with Chicago as primary location, open to SF/NY. Visa sponsorship available.

Qualifications

• Three to eight years of experience closing B2B SaaS deals at startups, including at least one year closing enterprise deals with $200,000 or more in annual contract value.
• Experience building outbound pipeline from scratch, including prior SDR or BDR experience.
• Background selling AI, data, or other highly technical products to technical buyers.
• Experience working at high-growth startups and outside large organizations with established sales playbooks and SDR support.
• A bachelor's degree or equivalent, enthusiasm for startups, and a record of staying at least one year in all but at most one recent role.

Responsibilities

• Build and manage pipeline end to end, from outbound prospecting and discovery through product demonstrations and closing.
• Develop the sales playbook and processes as an early member of the sales team.
• Partner with the CEO across the full sales cycle, including enterprise deals with typical cycles of 30 to 60 days.
• Drive customer expansion after initial deals close.
• Navigate multi-stakeholder sales with technical and business buyers, including actuaries, product leaders, and P&L owners.

Skills

Outbound prospecting

Enterprise sales

B2B SaaS sales

Selling AI/data

Startup experience

Education

Bachelor's degree or equivalent

Job description

True Talent Solutions Partners is seeking a founding Enterprise Account Executive to build and own our enterprise sales motion for an AI platform company. You will partner with company leadership to bring technical AI solutions to large insurance organizations.

You will build the pipeline end to end, create the sales playbook, and close enterprise deals with 30–60 day cycles. Remote role with Chicago as primary location, open to SF/NY. Visa sponsorship available.