Note: The job is a remote job and is open to candidates in USA. 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, coordinating cross-functional resources and setting operational standards to achieve predictable growth.
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
Skills
• 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
• K–12 or public-sector fluency, including funding cycles, board approvals, RFPs, and use of co-ops or state purchasing vehicles
• Advanced Salesforce proficiency for pipeline inspection, forecast variance management, and portfolio risk reviews across a region
Benefits
• Comprehensive Insurance Coverage (including Medical, Dental, Vision, Pharmacy benefits, Life Insurance and AD&D)
• Flexible Spending Accounts and Health Savings Accounts
• Short-Term Disability and Long-Term Disability
• Comprehensive 401(k) plan
• Generous Parental Leave
• Unrestricted paid time off (known as Discretionary Time Off - DTO)
• Wellness Program, including ClassPass & Employee Assistance Program
• Tuition Reimbursement
• Optional Benefits: Pet Insurance, Identity Theft Protection, Student Debt Repayment Program and Prepaid Legal coverage
Company Overview
• PowerSchool is a leading provider of cloud-based software for K-12 education in North America. It was founded in 1997, and is headquartered in Folsom, CA, US, with a workforce of 1001-5000 employees. Its website is https://www.powerschool.com/.
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