Regional Director, Astronomer

• The ideal candidate has either led enterprise sellers or been a successful enterprise seller themselves in recent years, with experience in high-growth environments and the confidence to navigate multi-threaded, complex evaluations
• 2+ years leading first-line Enterprise AE teams with consistent quota attainment
• Mastery of enterprise methodologies such as MEDDIC, Command of the Message, or similar
• A builder mindset, with experience thriving in high-growth and smaller company settings, not only large incumbents
• Strength in executive storytelling, platform selling, and orchestrating technical + business stakeholders
• A coaching-first leadership style, with a track record of helping sellers grow through feedback, mentorship, and clear standards
• A data-driven approach to pipeline management and forecasting, with rigor around hygiene, coverage, and stage progression
• Strong judgment on talent and culture fit, consistently raising the bar while supporting team stability
• Excellent cross-functional collaboration skills and communication across customers, peers, and executives

Desirable

• We’re hiring a Regional Director to lead our Enterprise AE team in the Midwest, centered on the greater Chicago area
• This is a first-line leadership role where you’ll guide a team of talented sellers through complex, multi-stakeholder platform deals with enterprise accounts
• The role is critical to Astronomer’s next stage of growth, shaping territory strategy, strengthening team performance, and turning our product strength into repeatable, high-quality revenue
• You’ll be hands-on as a coach and builder: mentoring Enterprise AEs, developing rising talent, and creating a culture where collaboration, resilience, and execution go hand in hand
• Impact in this seat is clear: build a healthy, scalable enterprise motion in the Midwest, raise our win rates, shorten cycles, and set the standard for how we engage enterprise customers
• Lead, coach, and develop a high-performing team of Enterprise AEs in the Midwest
• Shape go-to-market strategy: territory planning, outbound and ABM campaigns, multi-threaded exec alignment, value articulation, and close plans
• Run a disciplined operating rhythm: 1:1s, pipeline reviews, forecast calls, quarterly business reviews, and consistent coaching moments
• Design and execute winning strategies for complex platform sales, aligning SE, Product, and Partnerships to accelerate deals
• Hire top talent, keep a strong bench in play, and partner with Recruiting to build a diverse, inclusive, and high-performing team
• Drive pipeline standards and forecast accuracy, ensuring coverage, velocity, and reliable outcomes
• Collaborate with Marketing on targeted programs and with CS on expansion strategies to grow NRR and land-and-expand impact
• Represent the Midwest business to executive leadership with data-backed insights, risks, and recommendations