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PowerSchool · 2 days ago

Regional Sales Vice President, Southeast (FL/GA)

United States

Full-time

Remote

Director/Executive

$140K/yr - $204K/yr

10+ years exp

PowerSchool is a global leader in cloud-based software for K-12 education, dedicated to powering personalized education for students. The Regional Vice President, Field Sales will lead a team of Enterprise sellers to drive expansion and retention in large K–12 accounts, ensuring predictable growth and effective account management.

E-learning

Responsibilities

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

Qualification

Sales team leadershipEnterprise SaaS salesPipeline managementForecast accuracyK-12 education experienceSalesforce proficiencyExecutive communicationCoaching skillsDeal methodologyCross-functional collaboration

Required

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