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Regional Director, Enterprise

Fivetran

Remote, Connecticut, United States, AMER (USA - Remote - CT) Remote permanent

Posted: February 23, 2026

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Quick Summary

Regional Director, Enterprise Sales

Job Description

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, remote position and must be based out of MA, CT, RI, NH or upstate NY 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.

This position qualifies for Fivetran’s incentive plan, and it’s common for employees in this role to achieve the total on-target earnings.

As part of our commitment to setting new hires up for success, all new sales team members attend a one-week, in-person Revenue Bootcamp during their second week at Fivetran. This bootcamp, held at one of our designated company locations, requires travel and is a mandatory part of the onboarding process.

#LI-REMOTE #LI-MP1

The compensation range displayed on this job posting reflects the minimum and maximum target for new hire compensation for the target position and level, and may include sales incentives or target bonuses depending on the role. Our compensation ranges are determined by role, level, and location. Our job titles may span more than one career level. Within the range, individual compensation is determined by additional factors, including job-related skills, experience, relevant education or training, business need, market demands. The compensation range is subject to change and may be modified in the future. Your recruiter can share more about the specific compensation range for your location during the hiring process.

Pay Range
$171,452.12—$214,315.15 USD

OTE (On Target Earning)
$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

Click here to learn more about Fivetran's Benefits by Region.

We’re honored to be valued at over $5.6 billion, but more importantly, we’re proud of our core values of Get Stuck In, Do the Right Thing, and One Team, One Dream. Read about us in Forbes.

Fivetran brings together high-quality talent across the globe to make data access as easy and reliable as electricity for our customers. We value and recognize that our customers benefit from having innovative teams made of people from many backgrounds, experiences, and identities. Fivetran promotes diversity, equity, inclusion & belonging through attracting, recruiting, developing, and retaining a diverse workforce, not only because it is the right thing to do, but because it helps us build a world-class company to better serve our customers, our people and our communities.

To learn more about Fivetran’s culture and what it’s like to be part of the team, click here and enjoy our video.

To learn more about our candidate privacy policy, you can read our statement here.

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.

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