Director of Enterprise Sales

About the role

Rilla is looking for a seasoned enterprise sales leader to build and lead a high‑performing team of enterprise Account Executives. You will shape the sales process, coach reps through complex deals, and drive revenue growth.

Key responsibilities

• Lead, grow, and develop a team of enterprise AEs, setting high standards for pipeline, deal quality, and quota attainment.
• Design and own the enterprise sales process, playbooks, and deal motions to turn multi‑stakeholder opportunities into predictable wins.
• Coach reps to become trusted advisors, manage long sales cycles, navigate procurement and security reviews, and sell outcomes.
• Participate in the biggest deals, running tough closes alongside reps.
• Own forecasting, define key metrics (pipeline coverage, win rate, cycle time, ACV, net new ARR) and drive accountability.
• Provide clear feedback from prospects to shape the product roadmap.
• Partner with Marketing, SDRs, Customer Success, and Product to deliver a seamless buyer experience.

Required profile

• Proven top enterprise closer with a track record of exceeding quotas on complex, multi‑stakeholder deals.
• Ready to step into leadership, build a team, and share a successful sales playbook.
• Customer‑obsessive, continuous learner, and comfortable taking risks.
• Highly focused, prioritizing time and resources for maximum efficiency.

Required skills

• Enterprise sales execution and coaching through long sales cycles.
• Building trust with C‑suite executives and guiding reps to do the same.
• Developing people intentionally with direct feedback and growth plans.

What we offer

• Medical, dental, and vision insurance
• 401(k) retirement plan
• Parental and fertility benefits
• Meals and snacks 6 days a week in the NYC office
• Wellness/gym benefits and commuter assistance
• Relocation assistance to NYC
• Unlimited PTO (non‑accrual based)
• $1,000 annual learning and development stipend
• Tech equipment and unlimited Claude spend