What you'll Be Doing: Vagaro is seeking a Director of Enterprise to lead and scale our Mid-Market and Enterprise revenue motion across the health, beauty, and wellness ecosystem.
This role owns the Enterprise initiative end-to-end, driving revenue outcomes while orchestrating cross-functional execution across Sales, Customer Success, Solutions Consulting, Product, Engineering, Marketing, Legal, and Operations.
*This role is hybrid with the onsite requirement in Pleasanton, CA*
Compensation: - Base Annual Salary: $150,000 - $192,500
- Annual On Target Earnings (OTE): $215,000 - $275,000
Your Impact: - Own Enterprise revenue strategy and execution across Mid-Market and Enterprise segments.
- Lead, coach, and scale a high-performing team across revenue, customer engagement, and technical solution design and implementation
- Drive pipeline creation, deal progression, forecasting accuracy, and closed-won revenue for complex deals.
- Serve as senior deal leader on large, strategic, and multi-stakeholder Enterprise opportunities.
- Provide strong commercial leadership with deep technical fluency throughout the sales cycle
- Partner closely with Product and Engineering to translate Enterprise requirements into scalable solutions.
- Influence product roadmap priorities based on Enterprise customer needs and market feedback.
- Collaborate cross-functionally with Marketing, Legal, Finance, and Operations to execute deals end-to-end.
- Own Enterprise sales processes including qualification, solution design, pricing, and contract structure.
- Lead complex commercial negotiations including multi-year agreements and custom terms.
- Establish and manage Enterprise KPIs including pipeline coverage, win rates, ACV, and forecast accuracy.
- Ensure tight alignment between Sales and Customer Success to drive retention and expansion.
- Act as executive sponsor and trusted advisor for Enterprise customers and strategic partners.
What you Bring: - 8-12+ years of experience in Enterprise or Mid-Market SaaS sales with 3-5+ years in leadership roles.
- Proven track record of closing large, complex, and multi-stakeholder Enterprise deals.
- Strong technical aptitude with experience selling platform-based or workflow-driven SaaS solutions.
- Demonstrated ability to lead and influence cross-functional teams without direct authority.
- Experience managing and scaling teams across go-to-market execution, pipeline creation, and technical implementation and enablement.
- Highly revenue-driven with strong operational discipline and data-driven decision making.
- Exceptional executive presence, communication, and negotiation skills.
- Comfortable operating in fast-growing environments where structure is still being built.
- Experience using Salesforce or similar CRM platforms.
- Background in vertical SaaS, marketplace, fintech, or workflow-centric platforms is a strong plus.
Why You'll Love Working Here: 💖
- Attractive Compensation & Performance Bonuses: Enjoy a competitive salary paired with performance-based bonuses
- Generous PTO: 15 accrued days, plus 10 company holidays annually.
- Health & Wellness: Comprehensive healthcare, dental, and vision plans for you and your family.
- Exclusive Perks: Discounts on attractions, theme parks, shows, sports events, movies, hotels, and more through TicketsAtWork. 🎟
- Beauty Perks: $30/month reimbursement for any Vagaro service, including health, beauty, or wellness treatments. 💅
- Food Perks: $50 monthly stipend for our onsite microkitchen and a complimentary DoorDash DashPass subscription. 🍽
- Growth Opportunities: College Assistance Reimbursement, access to EAP & Work/Life Programs, and a LinkedIn Learning account.
- Financial Security: 401k program with 4% matching and optional life/supplemental insurance.
- Stay Active: Access to our on-site gym, flavored water dispenser, and basketball court to keep you fit and energized! 🏀
