Regional Sales Vice President, PowerSchool

• Consistent track record leading sales team attainment on bookings and revenue retention, including multi-suite expansion across named accounts
• Experience leading teams with 9+ month complex sales cycles centered on cross-sell, public-sector procurement, and multi-persona executive engagement; able to coach others to turn a champion in one persona into wins with others (e.g., CFO to CHRO or CAO)
• Proven capability to recruit, ramp, and retain high-performing enterprise sellers; recognized coach on complex pursuits and executive communication
• Demonstrated operating cadence leadership including weekly forecast reviews, monthly business reviews, and quarterly executive reviews with actionable follow-through
• Demonstrated ability to enforce pipeline and forecast discipline in CRM across the team, inspection-ready for weekly, monthly, and quarterly reviews, with a track record of improving forecast accuracy
• Proficiency with modern deal methodology and mutual close plans, for example MEDDPICC, with all elements captured and kept current in CRM and used to drive stage exits at a team level
• 10+ years enterprise SaaS sales experience or equivalent with 5+ years managing field sellers in complex public-sector environments
• Bachelor’s degree or equivalent experience

Desirable

• The Sales team gets PowerSchool into the hands of the educators and students who need it
• Working side by side with Solution Consulting and Customer Success, we build executive relationships, lead account planning, and run deals end to end to renew on time and expand multi-suite adoption, delivering predictable bookings and revenue retention that empower better K-12 outcomes
• The Regional Vice President, Field Sales owns expansion and retention performance for a field region by leading a team of Enterprise sellers and coordinating cross-functional resources to land, adopt, and expand within large K–12 accounts
• The role sets the operating cadence, elevates executive engagement, and enforces deal and account standards that drive predictable multi-suite growth
• This role is the day-to-day commercial leader for the region and a thought partner to leaders in sales and across the company in territory strategy, state plans, capacity, and GTM improvements
• Hire, develop, and lead Account Executives (AEs) to consistent attainment of on-time renewals, multi-suite expansion, and new logo expansion
• Run a rigorous operating cadence that includes weekly forecast reviews, weekly 1:1s, monthly business reviews, and quarterly business reviews with clear actions and owners and dates
• Inspect pipeline quality and deal health in Salesforce; coach to stage exit criteria, mutual close plans, MEDDPICC hygiene, risk mitigation, and slip reduction
• Approve and enforce account plans that map whitespace, executive sponsors, state initiatives, services attach, and next plays by persona; ensure governance with customers is in place and effective
• Partner with Customer Success and Services leaders to improve adoption, services attach, retention readiness, and renewal execution across the book
• Coordinate state strategy with Area leadership and the State Strategy function including stakeholder mapping, procurement vehicles, and coordinated pursuits
• Remove blockers and orchestrate overlay teams including Solution Consulting, Services Sales, and Sales Development to raise win quality on complex pursuits
• Provide market, competitive, and policy insights to inform offer structure, pricing, options, and regional GTM refinements
• Travel regularly (50–60%), including multi-state trips, to support high-impact initiatives such as advancing strategic deals, leading onsite demos, and facilitating executive workshops, especially during peak business cycles
• Success Indicators:
• Region delivers or exceeds expansion and retention targets with visible multi-suite expansion across priority accounts
• Forecasts are inspection-ready and land within agreed variance at weekly, monthly, and quarterly levels
• Slip rate and stage aging decline while win rate and renewal performance improve
• Account plans and governance are in place for all strategic accounts with committed next expansions and executive sponsorship