Regional Director - Enterprise Sales

Fivetran, Inc.; Massachusetts; Remote; USD 149,000 - 187,000; Full time

Job summary

An established industry player is seeking a Regional Director for Enterprise Sales to lead a dynamic team focused on driving new business and expansion opportunities. This full-time remote role offers the chance to shape a high-performing sales culture while collaborating with various departments to ensure excellence in sales execution. The ideal candidate will possess a proven track record in enterprise sales leadership, with a passion for motivating teams and achieving outstanding results. Join a forward-thinking company that values innovation and teamwork, and play a pivotal role in building the future of data-driven solutions.

Benefits

100% employer-paid medical insurance

Generous paid time-off policy

Professional development opportunities

Company virtual happy hours

Monthly cell phone stipend

Mental health support platform

Qualifications

• 5+ years of enterprise sales leadership experience.
• Proven track record of exceeding revenue targets.

Responsibilities

• Lead and develop a team of Enterprise Account Executives.
• Drive accountability and sales rigor across the team.
• Collaborate with cross-functional teams for effective GTM.

Skills

Enterprise Sales Leadership

Coaching and Development

Sales Methodologies (MEDDPICC)

Cross-Functional Collaboration

Pipeline Generation

Account Management

Data-Driven Decision Making

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 who will 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 VP of Enterprise Sales and will be a foundational leader in our Enterprise business.

This is a full-time, remote position based out of Massachusetts.

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 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.

Minimum 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.

Pay Range

$149,089 — $186,361 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.
• 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.