About Bretton AI

Bretton runs AI-native operations for the financial back office. OCC, Fed and FDIC regulated banks use Bretton AI to run compliance, risk, fraud, and operations on one platform, on their own data and policies, with every output traced, cited, and audit-ready.

We’ve raised over $95M from Greylock, Y Combinator, Thomson Reuters Ventures and other top tier investors. We’re based in downtown San Francisco and our team comes from world-class organizations like Google, Netflix, Stripe, Plaid, Brex, and more.

The Role

As an Enterprise Account Executive, you will be at the forefront of bringing our AI agents to the banks and fintechs that are fighting financial crime on a global scale. In a landscape transformed by regulatory shifts and AI advancements, you will own the full sales cycle for our largest and most strategic accounts, working closely with key decision-makers in compliance, engineering, and risk.

This is a core sales role on our GTM team, where you will be a key part of a small and growing team. You will work directly with our founding executives to shape our go-to-market strategy, land new logos, and drive expansion within major financial institutions.

What You’ll Do

• Engage executive stakeholders and multithread across large financial institutions to navigate complex sales cycles and move deals forward.
• Deliver compelling demos and presentations that clearly articulate the value of our AI agents to compliance and risk leaders.
• Lead pricing and contract negotiations in highly regulated environments.
• Collaborate with internal teams to design tailored solutions and share insights from the field to inform our go-to-market strategy.
• Build and manage a robust pipeline through a combination of outbound prospecting and relationship building.

What We’re Looking For

Must-Haves:

• 5+ years of success in B2B Enterprise sales with a proven track record of exceeding quota.
• Experience selling technical products to the financial services industry, preferably in compliance, risk, or security.
• A strong grasp of complex sales cycles with average deal sizes ranging from six figures to $1M+.
• Confidence and presence when selling to technical stakeholders, including VP and C-level executives in compliance, engineering, and risk.
• A true closer’s mindset: persistent, strategic, consultative, and always driving for the next step.
• A self-starter with a builder mentality and the ability to operate independently within a lean, agile team.

Bonus Points:

• Previous experience at a startup or on a founding sales team.
• A background in financial services or fintech sales.
• Experience selling into compliance, risk, or regulatory functions.
• A track record of success at high-growth B2B software companies.

Why You’ll Love Working Here

• High-Impact Sales: You thrive at the intersection of consultative sales and customer impact, solving real business problems.
• Strategic Contribution: Your sales contributions will have a direct, measurable impact on how financial institutions adopt AI to combat crime.
• Build and Shape: You are excited by the opportunity to be a foundational member of a growing sales team and influence GTM strategy.
• Uncapped Potential: You will have a competitive OTE with uncapped commission and meaningful equity in a high-growth company.

Compensation & Benefits

• Competitive OTE (base + uncapped commission) & equity
• Comprehensive healthcare, 401k matching, commuter benefits
• Flexible time off, unlimited sick days, and paid holidays
• Flexible leave options
• Working late? We’ve got you covered with DoorDash and an Uber home

• Founder Screen: Meet Will, CEO and Co-Founder
• Technical Interview: Mock-discovery and sales skills assessment
• Executive Screen: Background deep-dive with a senior GTM leader