Senior Director of Mid Market Sales

Join Brex as the Senior Director of Mid Market Sales, where you will lead the Mid-Market organization, oversee frontline sales leaders and Account Executives, and shape the strategy and operating cadences for the organization's growth. You will coach managers, develop talent, and build systems that drive pipeline generation and consistent deal execution. This role requires strong sales judgment, cross-functional leadership skills, and experience in managing managers in a second-line sales leadership role.

• Lead and develop the Mid-Market sales organization, overseeing frontline sales leaders and Account Executives to achieve new-business targets.
• Own segment strategy and execution, translating business priorities into clear goals, manager expectations, and measurable outcomes.
• Build and scale operating cadences across outbound prospecting, account prioritization, pipeline inspection, deal reviews, and forecasting.

• Experience in fintech or spend management, selling to finance buyers, partner-led selling, or leadership spanning new business and post-sale is helpful but not required
• 3+ years of experience managing managers in a second-line sales leadership role, with measurable business results delivered through the frontline management team
• A proven approach to hiring, coaching, and performance management, along with experience leading teams through meaningful growth or organizational change
• Clear communication and sound judgment under ambiguity; comfortable setting strategic direction while staying close to customers, managers, and execution
• Strong sales judgment and competitive-selling experience, with the ability to coach managers through qualification, stakeholder engagement, differentiation, and complex deal decisions
• 10+ years of B2B sales experience, with demonstrated success in Mid-Market or comparable upmarket environments and a consistent record of meeting or exceeding revenue targets
• Strong cross-functional leadership skills, with examples of aligning stakeholders, navigating disagreement, and delivering shared business outcomes
• Strong operating and analytical rigor, including experience building forecasting, pipeline management, and inspection systems that improve execution and predictability
• Experience leading outbound-oriented sales teams and helping sellers prioritize large books of accounts while maintaining deal velocity