Director, Enterprise Sales

Sales is the growth engine at Brex. We bring in new customers, expand existing relationships, and drive the company’s bottom line. With unlimited territories and uncapped opportunity, your ambition sets the ceiling. We win together, celebrate often, and reward performance. If you want to sell a category-defining product with real ownership, this is your team.

As Director of Sales for our Enterprise segment, you will lead a team of ~5 Account Executives responsible for driving new customer acquisition in our most strategic segment. This role is critical to scaling disciplined execution and deal quality in a highly complex, high-stakes environment.

You’ll coach your team through ambiguous, multi-threaded sales cycles and partner cross-functionally to unlock high-value opportunities. You’ll help shape deal strategy, drive pipeline inspection rigor, and directly engage in critical opportunities to model “what good looks like.” Your success will depend on your ability to balance frontline involvement with executive alignment — while hiring and scaling top-tier talent and reinforcing a culture of ownership and accountability.

This role will be based in one of our Brex offices — San Francisco, Seattle, New York, Vancouver, or Salt Lake City. We are a hybrid environment that combines the energy and connections of being in the office with the benefits and flexibility of working from home. We currently require a minimum of three coordinated days in the office per week, Monday, Wednesday and Thursday. As a perk, we also have up to four weeks per year of fully remote work.

• →Lead, coach, and develop a team of ~5 Senior Account Executives focused on complex, multi-stakeholder sales cycles
• →Hire, onboard, and scale an Enterprise AE team with a strong emphasis on accountability, execution rigor, and high standards of performance
• →Design, improve, and drive systems for outbound rigor, pipeline inspection, and forecast discipline
• →Partner cross-functionally with Product, Marketing, Customer Success, Enablement, and Pricing to align on roadmap gaps, pricing strategy, and implementation readiness
• →Play a hands-on role in deal progression — helping unblock critical opportunities and providing strategic guidance to your team
• →Serve as a trusted thought partner to Sales Leadership, helping absorb execution complexity while upleveling team operations and morale
• →Promote a performance culture rooted in accountability, ownership, and continuous learning
• →Bring clarity to deals in motion and remove organizational blockers

• 5+ years of first-line Enterprise sales leadership experience; direct management of AEs required
• Proven track record in complex B2B sales environments with long cycles, multiple stakeholders, and internal friction
• Skilled at multithreading, deal coaching, and navigating internal influence
• Thrives in ambiguity; able to simplify complex problems and communicate with precision
• Comfortable delivering results in environments with evolving product-market fit
• Experience partnering cross-functionally with Product, Customer Success, Pricing, and Marketing
• Strong balance of executive presence and tactical execution
• Low-ego, high-ownership leader who leads with clarity, accountability, and a team-first mindset