RVP, Sales - East Coast

About Five9

Five9 is a leading provider of cloud contact center software, bringing the power of cloud innovation to customers worldwide. 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

What You’ll Own

• 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.

What It Takes

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

Why Five9

We're in a genuinely rare moment — AI is transforming the contact center, and Five9 is at the center of that shift. You'll carry a solution that resonates, lead a company that invests in its salespeople, and operate in a territory with real whitespace. This is a role for someone who wants to build something, not maintain it.

Work Location: This role is fully remote for candidates who reside outside the 30 mile radius of one of our offices. For candidates who reside within a 30 mile radius of one of our offices, this role is Hybrid and would require 3 days a week (T, W, TH) in office.