Role Overview: We are looking for a strategic and results-driven Regional Sales Director to join our expanding Expense Management team. This is a first-line Enterprise leadership role responsible for driving net-new logo acquisition, cross-sell, and up-sell initiatives across enterprise accounts. The ideal candidate thrives in high-growth environments, has a strong grasp of complex sales methodologies like MEDDPICC, and excels in recruiting, coaching, and developing top-tier sales talent. Key Responsibilities: * Team Leadership: Recruit, develop, and retain a team of A-player Enterprise Account Executives, fostering a high-performance sales culture. * Revenue Growth: Drive pipeline generation, new logo acquisition, and expansion opportunities within existing accounts. * Sales Execution: Ensure the team effectively executes the MEDDPICC sales process to qualify, advance, and close enterprise deals. * Customer Focus: Build strong relationships with CFOs and senior finance leaders, positioning our solutions as mission-critical to their financial strategy. * Coaching & Development: Provide hands-on coaching, deal strategy guidance, and continuous skill development for AEs. * Forecasting & Reporting: Own accurate forecasting and pipeline management, leveraging data-driven insights to drive predictability. * Collaboration: Work cross-functionally with Marketing, Product, and Customer Success to refine messaging, drive demand, and ensure customer success. * Growth Mindset: Instill a culture of accountability, innovation, and continuous improvement within the sales organization. Qualifications: * 5+ years of Enterprise SaaS sales leadership experience, with a track record of exceeding targets. * Strong experience selling to CFOs and finance executives in large organizations. * Deep understanding of complex sales cycles and methodologies (e.g., MEDDPICC). * Proven ability to hire, develop, and lead high-performing Enterprise AEs. * Exceptional coaching and deal execution skills, with a passion for talent development. * Strong analytical mindset and ability to leverage data for decision-making. * Excellent communication, negotiation, and executive presence. * High-growth, scale-up experience preferred; growth mindset required. Why Join Us? * Be part of a fast-growing, category-leading SaaS company. * Lead and scale a team of elite Enterprise sellers. * Competitive compensation package with uncapped earnings potential. * A collaborative, high-energy, and customer-centric culture. * Opportunity to make a real impact in a high-growth environment.