Enterprise Account Executive

Key Talent Solutions; San Francisco (CA); On-site; USD 150,000 - 175,000; Full time

Job summary

Key Talent Solutions partners with a fast-growing Series A technology company in San Francisco to recruit an Enterprise Account Executive. You will own the full sales cycle for enterprise customers, closing $500K–$2M ACV contracts with self-insured corporations, captives, fleets and carriers.

You will engage senior decision-makers, build pipelines, and shape the enterprise sales strategy while reporting to the CEO.

Qualifications

• 1.5–4 years of experience in B2B enterprise or strategic sales.
• Proven ability to close complex, high-value deals.
• Experience selling technical products or solutions to senior stakeholders.
• Strong commercial acumen and confidence navigating multi-stakeholder sales cycles.
• A self-starter who builds pipeline and thrives in a fast-paced startup environment.

Responsibilities

• Own a portfolio of enterprise target accounts.
• Lead complex, consultative sales cycles from discovery through negotiation and close.
• Engage senior decision-makers, including VP-level Claims, Heads of Risk and financial stakeholders.
• Build compelling business cases using customer data and financial analysis.
• Work with the CEO and leadership to shape the sales strategy and scalable playbook.
• Aim to hit quota of 4–6M new ARR per year.

Skills

Enterprise sales

B2B sales

Deal closing

Pipeline building

Stakeholder management

Negotiation

Job description

We're Hiring: Enterprise Account Executive | San Francisco

Visa: H-1B, O-1 and OPT sponsorship available.

We're partnering with a fast-growing Series A technology company developing innovative decision technology for the insurance and risk industry.

The business is transforming how corporations, fleets, insurers and risk organisations make critical financial and operational decisions.

They're looking for an ambitious, commercially driven Enterprise Account Executive to help build and scale their enterprise sales function. You will open and close $500K–$2M ACV contracts with self-insured corporations, captives, fleets and carriers,

mostly accounts where the decision sits with financial stakeholders. The buyer (a VP of Claims or Head of Risk)

has rarely met a real enterprise seller, and your main competitor is their fear of a novel decision

The Opportunity

• Own a portfolio of approximately 100 enterprise target accounts.
• Build and manage your own pipeline through proactive outbound prospecting.
• Lead complex, consultative sales cycles from discovery through negotiation and close.
• Engage senior decision-makers, including VP-level Claims, Heads of Risk and financial stakeholders.
• Build compelling business cases using customer data and financial analysis.
• Work directly with the CEO and leadership team to shape the sales strategy and establish the foundations of a scalable sales playbook.
• Hitting a quota of $4–6M new ARR a year!!

What We're Looking For

• 1.5–4 years of experience in B2B enterprise or strategic sales.
• Proven ability to close complex, high-value deals.
• Experience selling technical products or solutions to senior stakeholders.
• Strong commercial acumen and confidence navigating multi-stakeholder sales cycles.
• A self-starter who enjoys building pipeline, taking ownership and operating in a fast-paced startup environment.

Industry experience in insurance is NOT required. Full product and claims training will be provided during your first 60 days.

Why Join?

• $150K–$175K base salary + uncapped commission.
• High-value enterprise deals, typically $500K–$2M ACV.
• Direct exposure to the CEO and an opportunity to influence the company's commercial strategy.
• The opportunity to help build the enterprise sales playbook and establish yourself in a growing market.

Interested in building something early, closing meaningful enterprise deals and having a direct impact on a growing business?

Get in touch for a confidential conversation.