Enterprise Account Executive | AI SaaS | Remote (US)

Greenway Collins; United States; Remote; USD 150,000 - 200,000; Full time

Benefits offered by this job

Equity

Job summary

Greenway Collins is seeking an Enterprise Account Executive to own the full sales cycle for AI-driven insurance workflow SaaS solutions. The role targets $250k+ ARR deals, with frequent interaction across operations, finance, IT, and senior leadership.

You will craft account strategies and sales playbooks, leverage a strong enterprise closing record, and work remotely from the US with travel approximately every two weeks.

Qualifications

• Five+ years in B2B SaaS sales with enterprise closing.
• Proven quota outperformance at a fast-scaling SaaS company.
• Clear progression through internal promotions with measurable results.
• Experience closing complex enterprise deals of $250k+ ARR.
• Currently in a hands-on, new-business closing role.

Responsibilities

• Own the full sales cycle: prospecting, executive discovery, product demonstrations, negotiations and close.
• Help establish account strategy and sales playbook.
• Travel approximately every fortnight within the US.

Skills

B2B SaaS sales

Enterprise closing

Quota attainment

New-business closing

Job description

US remote | $150,000–$200,000 base | $300,000–$400,000 OTE + equity

Built a strong sales record at a business like Carta, Plaid, Verkada, Vanta, Drata, Ramp or Rippling? This is an opportunity to bring that experience into an early AI company and help build its enterprise sales operation.

The business develops AI software that automates document-heavy insurance workflows, from extracting information from applications to reviewing policies. It is hiring four Enterprise AEs, with direct access to the CEO and meaningful influence over how the company sells.

You’ll own the full sales cycle: prospecting, executive discovery, product demonstrations, negotiations and close.

Deals typically target $250k+ in annual recurring revenue, involving multiple stakeholders across operations, finance, IT and senior leadership. Alongside winning business, you’ll help establish the account strategy and sales playbook.

Your background

• Five or more years of B2B SaaS sales experience, including a strong enterprise closing record.
• Proven quota outperformance at a fast-scaling SaaS company with a strong sales programme, such as those above, Pylon or Attio.
• Clear progression through internal promotions, supported by sustained tenure and measurable results.
• Experience winning complex enterprise deals, ideally at $250k+ ARR.
• Currently in a hands-on, new-business closing role, with the appetite to build in an early-stage team.

Insurance experience is helpful, rather than essential.

Remote within the US, ideally near a major airport. Expect travel approximately every fortnight, with additional customer travel as needed. Visa sponsorship is unavailable.