Regional Director, Enterprise

From Fivetran’s founding until now, our mission has remained the same: to make access to data as simple and reliable as electricity. With Fivetran, customer data arrives in their warehouses, canonical and ready to query, with no engineering or maintenance required. We’re proud that more organizations continue to leverage our technology every day to become truly data‑driven.

About The Role

Fivetran is building data pipelines to power the modern data stack for thousands of companies.

We’re looking for a Regional Director, Enterprise Sales to lead and scale a team of high‑achieving, high‑integrity Enterprise Account Executives focused on driving new business and expansion opportunities across Fivetran’s most strategic accounts. This role reports directly to the RVP of Enterprise Sales and will be a foundational leader in our Enterprise business.

This is a full‑time position based remotely in Minnesota, Michigan, Ohio, Wisconsin, or Illinois in the United States.

What You’ll Do

• Attract, hire, develop, and empower a team of Enterprise Account Executives to consistently and predictably exceed Fivetran’s growing Enterprise revenue targets.
• 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.
• Collaborate externally with our incredible ecosystem of partners including SI’s, GSI’s, and tech partners.
• 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.

Skills We’re Looking For

• 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. This includes working with reps and prospects/customers/partners face to face wherever possible.
• 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 business.
• Experience building and championing an outbound selling culture and driving accountability for qualified pipeline generation.
• Unwillingness to settle for good results when great results are possible.

Bonus Skills

• Experience with a consumption business is a plus!
• Demonstrated ability to leverage the power of AI to drive a richer, more robust sales motion.

Compensation

Pay Range: $171,452.12—$214,315.15 USD

OTE (On Target Earnings): $342,904.24—$428,630.30 USD

Perks and 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.

*May vary by country and worker type – please reach out to your recruiter for more information.

Equal Opportunity Employer

We are committed to ensuring that all candidates have an equal opportunity to participate in our interview process. If you require accommodations at any stage of the process due to a disability, medical condition, or any other circumstance, please don't hesitate to submit your request by filling out this form. We will work with you to provide reasonable accommodations to facilitate your participation and ensure a fair and accessible interview experience. Your request and any information provided will be kept confidential and will not impact your candidacy. We look forward to hearing from you and accommodating your needs to the best of our ability.