Regional Director, Enterprise Sales - TripActions

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.