Enterprise Account Executive

The role

You will own the full sales cycle for large and strategic accounts. You will work with executive stakeholders in compliance, engineering, and risk to bring AI agents to banks and fintechs.

What you will do

• Engage executive stakeholders and multithread across large financial institutions.
• Deliver compelling demos and presentations to compliance and risk leaders.
• Lead pricing and contract negotiations in highly regulated environments.
• Collaborate with internal teams to design tailored solutions and inform go-to-market strategy.
• Build and manage a robust pipeline through outbound prospecting and relationship building.

Required qualifications

• 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.
• 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.

Nice to have

• 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.

Benefits

• Competitive OTE (base + uncapped commission) & equity
• Comprehensive healthcare
• 401k matching
• commuter benefits
• Flexible time off
• unlimited sick days
• paid holidays
• Flexible leave options
• DoorDash and an Uber home if working late

About the company

Bretton runs AI-native operations for the financial back office. They are based in downtown San Francisco.