Regional Director, Enterprise Sales

Summary

Join Fivetran as a Regional Director, Enterprise Sales and lead a team of high-achieving account executives. You will be responsible for hiring, developing, and growing your team to exceed revenue targets. This role requires extensive experience in enterprise sales leadership and a proven track record of success. The position is full-time and remote, based out of Connecticut. Fivetran offers a competitive salary and a comprehensive benefits package, including 100% employer-paid medical insurance, generous PTO, RSU stock grants, and professional development opportunities.

Requirements

• 5+ years enterprise sales leadership experience with a consistent track record of recruiting and retaining high-performing senior AEs selling a technical solution to large, complex enterprises
• Proven and repeatable history of overachievement both as an enterprise seller and a leader whose teams consistently exceeded revenue targets and accelerated their careers under your leadership
• Natural ability to lead and motivate AEs through continuous growth and change; easily able to earn the trust and respect of the team with a One Team One Dream mindset
• Passion for field sales — a leader who can’t wait to jump into deals, connect directly with Economic Buyers, and provide the air coverage and executive bridging needed to close new and expansion opportunities with Enterprise companies
• Experience partnering cross-functionally and co-selling with external partners to build an Enterprise business from the ground up
• Expertise in both land and expand sales motions, an insatiable curiosity about our customers, and a data-backed vision for how Fivetran can drive positive business outcomes in the Enterprise
• Experience building and championing an outbound selling culture and driving accountability for pipeline generation
• Unwillingness to settle for good results when great results are possible

Responsibilities

• Attract, hire, develop, and empower a team of Enterprise Account Executives to consistently and predictably exceed Fivetran’s growing Enterprise revenue target
• Drive a high-accountability culture through best-in-class coaching, modeling clear expectations for achievement, and evangelizing a disciplined process for the team
• Champion outstanding sales rigor through value-based Command of the Message and MEDDPICC methodologies
• Collaborate cross-functionally with leaders in Marketing, Customer Success, Alliances, Product, and Revenue Operations to build an effective Enterprise GTM motion
• Ensure excellence in sales execution for complex multi-stakeholder deals while building the foundation for growth in enterprise accounts
• Drive AE-ownership of Enterprise pipeline generation and encourage effective AE/BDR collaboration to efficiently prospect, identify, qualify and build sustainable pipeline
• Forecast clearly to the executive leadership team, with consistent accuracy and a deep knowledge of the Enterprise business
• Work in lockstep with our technology and SI partners to achieve a successful co-selling motion

Benefits

• 100% employer-paid medical insurance
• Generous paid time-off policy (PTO), plus paid sick time, inclusive parental leave policy, holidays, and volunteer days off
• RSU stock grants
• Professional development and training opportunities
• Company virtual happy hours, free food, and fun team-building activities
• Monthly cell phone stipend
• Access to an innovative mental health support platform that offers personalized care and resources in areas such as: therapy, coaching, and self-guided mindfulness exercises for all covered employees and their covered dependents