# Director of Enterprise Sales
**Company:** [Rilla](https://hotfix.jobs/companies/rilla)
**Location:** New York, NY
**Salary:** $160K-$200K
**Experience:** 8+ years
**Skills:** Enterprise Sales, Sales Leadership, Team Management, Pipeline Management, Deal Forecasting, Coaching, Multi-Stakeholder Selling, Procurement, Security Reviews, C-Suite Engagement
**Posted:** 2026-06-17
> Lead and develop a team of enterprise AEs while owning sales process, playbooks, and forecasts. Carry the largest deals yourself and coach reps through complex, multi-stakeholder sales cycles.
## Job Description
## What You'll Do
- Lead, grow, and develop a team of enterprise AEs. Set a high bar for pipeline, deal quality, and quota attainment, and coach the team hard to clear it.
- Design and own how enterprise sales runs at Rilla: the sales process, playbooks, and deal motions that turn complex, multi-stakeholder deals into predictable wins.
- Coach your reps into trusted advisors to enterprise buyers. Help them run long sales cycles, win over multiple stakeholders, get through procurement and security, and sell outcomes instead of features.
- Stay in the biggest deals yourself. Run the toughest closes alongside your reps and show them how it’s done.
- Own the forecast. Define the metrics that matter (pipeline coverage, win rate, cycle time, ACV, net new ARR) and build the pipeline reviews and accountability to move them.
- Be the clearest voice for what enterprise prospects need from the product. Turn what you hear in deals into sharp, prioritized feedback that shapes the Rilla roadmap.
- Partner across Marketing, SDRs, Customer Success, and Product to give buyers one seamless experience from first touch through close and expansion, and clear the internal friction that slows deals down.

## Skills & Requirements
- You put your team first, always. Their growth is the scoreboard you actually care about, and you’d trade your own spotlight for their wins every time.
- You’re a proven top enterprise closer. You carried a big number and beat it, again and again, winning complex, multi-stakeholder deals that other reps couldn’t.
- You’re ready to step into leadership and build a team, and you want to pass on the playbook that made you great.
- You know what great enterprise selling looks like and can develop it in others: coaching reps through long cycles, multiple stakeholders, procurement, and security reviews.
- You build trust with executives and the C-suite, and you can coach your reps to earn that same trust.
- You develop people intentionally: you invest in each rep’s growth, give direct feedback, and create the conditions for your team to do the best work of their careers.

## Nice to Haves
- You were an early hire at a fast-growing startup.
- You’ve sold a behavior-change, coaching, or enablement product, where the win is getting a whole team to work differently, not just signing a contract.
- You’ve already mentored or coached reps on the side, and you want to do it for real.

## Benefits
- Medical, dental, and vision insurance
- 401(k) retirement plan
- Parental leave
- Fertility benefits
- Breakfast, lunch, dinner, and snacks 6 days a week in our NYC office
- Gym membership
- Commuter benefits
- Relocation assistance to NYC
- Unlimited PTO (not accrual-based — take what you need)
- $1,000 annual learning and development stipend
- Tech equipment + unlimited Claude spend
**Apply:** https://hotfix.jobs/jobs/director-of-enterprise-sales-at-rilla-fa682cc1-33c0-4c08-a240-c0b66d88c36d
**Canonical:** https://hotfix.jobs/jobs/director-of-enterprise-sales-at-rilla-fa682cc1-33c0-4c08-a240-c0b66d88c36d