Job Overview
Location
Remote, Connecticut, United States, AMER
Job Type
Full-time
Category
Sales
Date Posted
March 24, 2026
Full Job Description
đź“‹ Description
- • As Regional Director, Enterprise at Fivetran, you will lead and scale a team of high-achieving Enterprise Account Executives to drive new business and expansion across strategic accounts, directly contributing to the company’s mission of making data access as simple and reliable as electricity for thousands of organizations worldwide.
- • You will attract, hire, develop, and empower a team of Enterprise Account Executives to consistently exceed growing revenue targets while fostering a high-accountability culture through best-in-class coaching, disciplined sales methodologies (MEDDPICC, Command of the Message), and cross-functional collaboration with Marketing, Customer Success, Product, Alliances, and Revenue Operations to build an effective Enterprise go-to-market motion.
- • You will partner externally with SI’s, GSI’s, and technology partners to enable co-selling motions, ensure excellence in complex multi-stakeholder deal execution, drive AE-owned pipeline generation through effective BDR collaboration, and provide accurate forecasting to executive leadership with deep insight into Enterprise business performance.
- • Fivetran is a remote-first company headquartered in the United States, with this role requiring residency in MA, CT, RI, NH, or upstate NY; the company is valued at over $5.6 billion and is committed to core values of Get Stuck In, Do the Right Thing, and One Team, One Dream, fostering a diverse, equitable, inclusive, and belonging workplace where innovation thrives through varied backgrounds and experiences.
- • In this role, you will develop advanced enterprise sales leadership skills, refine your ability to coach and motivate high-performing technical sellers, master complex enterprise sales motions (land and expand), and gain exposure to cutting-edge data infrastructure technology while accelerating your career through mentorship, performance-based incentives, and direct impact on Fivetran’s growth trajectory.
🎯 Requirements
- • 5+ years of enterprise sales leadership experience with a proven track record of recruiting and retaining high-performing senior Account Executives selling technical solutions to large, complex enterprises.
- • Demonstrated history of overachievement as both an enterprise seller and leader, with teams consistently exceeding revenue targets and accelerating career growth under your leadership.
- • Natural ability to lead and motivate Account Executives through change, earning trust and respect via a One Team One Dream mindset, with passion for field sales including direct engagement with Economic Buyers and executive bridging to close new and expansion opportunities.
- • Expertise in both land and expand sales motions, experience building outbound selling cultures, driving accountability for qualified pipeline generation, and partnering cross-functionally with external partners (SI’s, GSI’s, tech partners) to co-sell and scale an Enterprise business.
- • Experience leveraging data-backed vision and customer curiosity to drive positive business outcomes, with bonus consideration for consumption business model experience and AI-enabled sales motion proficiency.
🏖️ Benefits
- • 100% employer-paid medical insurance for employees and covered dependents.
- • Generous paid time-off (PTO) policy, paid sick time, inclusive parental leave, holidays, and volunteer days off.
- • RSU stock grants, professional development and training opportunities, monthly cell phone stipend, and access to an innovative mental health support platform offering therapy, coaching, and mindfulness resources.
- • Company virtual happy hours, free food, and fun team-building activities to foster connection and culture in a remote-first environment.
- • Mandatory one-week in-person Revenue Bootcamp during the second week of employment (travel required) to accelerate onboarding and team integration.
Skills & Technologies
Remote
About Fivetran Inc.
Fivetran Inc. provides automated data integration software that replicates application, database, and event data into cloud data warehouses. It manages schema drift, incremental updates, and normalization, enabling analysts to query live data without engineering overhead. The company serves enterprises needing reliable, governed data pipelines across systems like Salesforce, MySQL, and Snowflake. Founded in 2012, it is headquartered in Oakland, California, with global offices, and operates on a subscription revenue model.
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