Enterprise Account Executive

About Bretton AI

Bretton AI is the leading AI agent platform for financial services. Companies like Robinhood, Mercury and Gusto trust us to automate mission critical work, starting with anti-money laundering and counter-terrorism investigations.

We’ve raised over $90M 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 SpaceX, Google, Netflix, Stripe, Plaid 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

  • 15 days PTO + holidays, unlimited sick days

  • Flexible leave options

  • Working late? We’ve got you covered with DoorDash and an Uber home

  Join us in building AI that protects the global financial system from financial crimes that fund terrorism, human trafficking, and other serious threats.About the role

As an Enterprise Account Executive at Bretton AI, you'll bring our AI agents to banks and fintechs fighting financial crime at massive scale. A changing regulatory environment and recent advancements in AI have materially increased the financial industry's need for Bretton's AI compliance solutions. You'll work directly with our biggest prospects, owning the full sales cycle for large and strategic accounts while working closely with technical decision-makers in compliance, engineering, and risk. Your sales work is informed by real customer needs and impacts our entire platform, so you need to build strong relationships, work effectively with engineering and product teams, understand complex enterprise sales cycles, and adapt quickly.

This is a core sales role on our GTM team. You're an exceptional enterprise seller who understands that financial institutions need consultative guidance when adopting AI for compliance workflows. You'll be a key part of our small and growing sales team, working directly with founding executives to solidify our go-to-market strategy. You'll land new logos then drive expansion across departments and use cases, engaging executive stakeholders and multithreading across large organizations to move complex deals forward. You're not just selling—you're developing enterprise relationships based on what our most sophisticated prospects actually need.

What you'll do

Month 1:

• Develop a strong understanding of our product and complex compliance use cases

• Shadow experienced team members on enterprise prospect calls and demos

• Begin building your pipeline through outbound prospecting and relationship building

Month 2:

• Own end-to-end sales cycles for major bank and fintech prospects with six figure deal sizes

• Land new logos and drive expansion across departments and use cases

• Partner with Solutions Engineers and other cross-functional teammates to drive complex, high-value sales cycles

• Become a go-to expert for enterprise financial services sales

Ongoing:

• Engage executive stakeholders and multithread across large financial institutions to move complex deals forward

• Deliver compelling demos and presentations that clearly convey value 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 GTM strategy

What we're looking for

• 5+ years of success in B2B Enterprise sales with a proven track record of exceeding quota

• Experience selling technical products to financial services, preferably in compliance, risk, or security

• Strong grasp of complex sales cycles with average deal sizes raging from six figures to $1M+

• Confidence and presence when selling to technical stakeholders (VP/C-level in compliance, engineering, and risk)

• Familiarity with enterprise financial technology stacks and regulatory challenges

• A true closer mindset: persistent, strategic, consultative, and always asking for the next step

• Self-starter with a builder mentality and willingness to operate independently within a lean team

• Team-first approach with excellent communication, follow-up, and cross-functional collaboration

Bonus points:

• Previous experience at startups or founding sales teams

• Financial services or fintech sales background

• Experience selling into compliance, risk, or regulatory functions

• Track record at high-growth B2B software companies

About you

You're an enterprise seller who thrives at the intersection of consultative sales and customer impact. You understand that effective enterprise selling means deeply understanding customer pain points and crafting solutions that solve real business problems, not just hitting quota metrics. You're comfortable balancing relationship building with the need to move deals quickly, and you want your sales contributions to have direct, measurable impact on how financial institutions adopt AI to fight crime.

Compensation & Benefits

• Competitive OTE (base + uncapped commission) & equity

• Comprehensive healthcare, 401k matching, commuter benefits

• 15 days PTO + holidays, unlimited sick days

• Flexible leave options

• Working late? We've got you covered with DoorDash and an Uber home

Join us in building AI that protects the global financial system from financial crimes that fund terrorism, human trafficking, and other serious threats.