Enterprise Account Executive
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.