RVP, Sales - East Coast

Five9
Remote

About The Position

Join us in bringing joy to customer experience. Five9 is a leading provider of cloud contact center software, bringing the power of cloud innovation to customers worldwide. Living our values everyday results in our team-first culture and enables us to innovate, grow, and thrive while enjoying the journey together. We celebrate diversity and foster an inclusive environment, empowering our employees to be their authentic selves. Five9 is rewiring the contact center industry with AI that actually works — and we need a proven enterprise sales leader to own a high-growth territory, build an elite team of new-logo hunters, and put up numbers that turn heads. If you've built winning teams, closed complex deals at the C-suite, and thrive in the messy, high-stakes world of enterprise software, keep reading. East Coast – Michigan, Ohio, Indiana, Kentucky, Tennessee, Virginia, West Virginia, DC, Maryland or Delaware

Requirements

  • 10+ years of enterprise software sales — you've won at the C-level, in complex multi-stakeholder environments.
  • 5+ years leading high-performing SaaS sales teams; you've built cultures, not just carried a number.
  • Deep fluency in SaaS/cloud platforms — you can demo, position, and defend the value in any room.
  • A genuine track record of quota overachievement, not just attainment.
  • Comfortable with 30%+ travel across the territory; you're energized by customer time, not drained by it.
  • Sharp communicator — equally credible in a boardroom and on a Zoom with a skeptical IT director.
  • Bachelor's degree required.

Nice To Haves

  • Contact center and/or AI platform experience is a strong plus — you understand the ecosystem.

Responsibilities

  • Lead, coach, and push a team of Enterprise Sales Directors to exceed revenue targets — not just hit them.
  • Drive new logo acquisition across the region; this is a hunting role and your team's output reflects your intensity.
  • Be in the field — at least two customer-facing meetings per rep per month; you close alongside your team, not behind a dashboard.
  • Build and execute a regional business plan across direct, channel, and partner motions to stack a healthy, predictable pipeline.
  • Own forecast accuracy in Clari — commits mean something on your team; pipeline hygiene is non-negotiable.
  • Recruit and develop top sales talent relentlessly — your bench defines your ceiling.
  • Represent the region at QBRs with sharp business acumen, clear metrics, and a credible plan forward.
  • Sell against and stay ahead of competitors — NiCE CXone, Genesys, and the new AI-native challengers.

Benefits

  • Health, dental, and vision coverage, beginning on the first day of employment. Five9 covers 100% of the employee portion of the health, dental and vision coverage and shares a high portion of the dependent cost. We also offer Short & Long-Term Disability, Basic Life Insurance, and a 401k saving plan with employer matching.
  • Access to an innovative mental health support platform that offers personalized care and resources in areas such as: therapy, coaching and self-guided mindfulness exercises for all covered employees and their covered dependents.
  • Generous employee stock purchase plan.
  • Paid Time Off, Company paid holidays, paid volunteer hours and 12 weeks paid parental leave.

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What This Job Offers

Job Type

Full-time

Career Level

Executive

Number of Employees

501-1,000 employees

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