Enterprise Account Executive – AI Fintech Startup with Massive Upside

Gilder Search Group; San Francisco (CA); On-site; USD 100,000 - 125,000; Full time

Benefits offered by this job

Full medical, dental, and vision benefits

Direct mentorship from the CEO

Early-stage equity opportunities

Job summary

A fast-growing AI fintech startup in San Francisco is seeking an Enterprise Account Executive. This role involves owning and closing complex six-figure deals, managing a pipeline, and collaborating with the CEO. Candidates should have B2B sales experience, a proven track record, and the ability to work in-person. Competitive compensation includes a $100-125k base salary, uncapped commissions, and equity options.

Qualifications

• At least one year of experience as an Account Executive at a B2B startup or tech company.
• A track record of rapid promotions or advancement in past roles.
• Quota attainment of 100 percent or higher, ideally with proof.
• The ability to work full-time in person in San Francisco.

Responsibilities

• Own and close complex six-figure enterprise deals from discovery through contract.
• Build and manage a robust pipeline of new business opportunities.
• Partner closely with the CEO and product team to shape customer experience and sales strategy.
• Deliver on monthly and quarterly forecasts and exceed revenue goals.

Skills

B2B Sales

Account Management

Pipeline Development

Communication

Job description

Enterprise Account Executive – AI Fintech Startup with Massive Upside

Location: San Francisco (In-Person, Monday to Friday)

Compensation: 100K to 125K base salary plus uncapped commission and 0.1 to 0.2 percent equity

Reporting To: Founder and CEO

We are a recruiting firm partnering with a high-growth AI startup that is transforming the consumer underwriting space. The company is early-stage, well-funded, and already working with major players in real estate and finance. If you are a high-performing seller looking for breakout equity, real revenue ownership, and direct access to executive leadership, this role is for you.

Why This Role Stands Out

This is a rare opportunity to join a post-product market fit startup where deals are already closing and customer demand is strong. You will be working enterprise deals in the mid six-figure range and selling into decision-makers at some of the largest property owners and financial institutions in the country.

Backed by over 20 million in funding, the company’s AI underwriting engine is already live and trusted. With generous equity and uncapped commission, top performers in this role will see serious earnings potential and long-term wealth creation.

About the Company

This San Francisco-based startup is rebuilding the financial data infrastructure that powers lending and leasing decisions. Their proprietary AI evaluates consumer financial profiles faster and more accurately than human reviewers, eliminating fraud and surfacing qualified applicants who would otherwise be missed.

Their first vertical is residential real estate, where they already count major institutional property managers as clients. The broader market opportunity spans fintech, lending, insurance, and more.

What You Will Do

Own and close complex six-figure enterprise deals from discovery through contract

Build and manage a robust pipeline of new business opportunities

Partner closely with the CEO and product team to shape customer experience and sales strategy

Deliver on monthly and quarterly forecasts and exceed revenue goals

Educate buyers on the company’s technology and value proposition with clarity and confidence

What We Are Looking For

This role is best suited for someone early in their AE career who is already outperforming expectations and ready for more ownership and upside. We are prioritizing candidates with drive, intelligence, and a proven ability to win.

Ideal candidates will have:

At least one year of experience as an Account Executive at a B2B startup or tech company

A track record of rapid promotions or advancement in past roles

Quota attainment of 100 percent or higher, ideally with proof

Experience working at a fast-paced, high-growth startup

The ability to work full-time in person in San Francisco

We are not considering candidates with short, unstable job histories or those unable to clearly communicate their impact on past teams.

Compensation and Benefits

Base salary between 100K and 125K

Uncapped commissions with top performers exceeding 200K total earnings

Equity between 0.1 and 0.2 percent, currently valued at 300K on paper

Full medical, dental, and vision benefits

Direct mentorship from the CEO and early team

Early-stage equity in a high-growth AI company

Exposure to enterprise sales and large-scale contracts early in your career

Apply Now

If you are a motivated, high-performing AE ready to grow fast and earn big at an early-stage AI startup, we want to hear from you. Apply now or reach out to our team for a confidential conversation.

Compensation$100-125k/$200-250k+

Posted: Sunday, October 5, 2025
Job # 4832