Senior Enterprise Account Executive - High-Value B2B Deals

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

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.