Manager of Charter Sales (People Leader)

ParentSquare is a rapidly growing Santa Barbara-based company that’s changing the way schools and parents communicate every day. Sound simple? We strive to keep it that way! Our mission is to give schools the power to incredibly enhance family engagement for all students. ParentSquare and RemindHub, our flagship products, serve over 22 million students and drive our mission by providing unified communications tools -forms, sign ups, payments, RSVPs, direct messaging, language translations, chat and more. Remind Chat, our free product, reaches over 80% of K-12 students, providing a safe and easy-to-use platform for direct communication between teachers and families. And our latest innovation, SmartSites, offers state-of-the-art websites for school districts, enhancing their online presence and accessibility. 

We are not just creating a product; we are creating empowered educators and engaged parents to improve the lives of all students.  We are passionate advocates for our  customers and for our employees and we invite you to join us on this exciting journey.


Who we’re looking for:


As the Manager of our Charter Sales team you will lead a dynamic team of 4–6 sales professionals focused on the charter, faith-based, and private K–12 education sectors. You’ll drive high-volume sales activities, ensuring your team consistently meets and exceeds targets through effective lead conversion, compelling product demonstrations, and strategic outbound outreach. Your role will combine hands-on sales leadership with tactical execution—helping your team build strong relationships, expand market presence, and deliver a best-in-class customer experience from first contact through post-sale handoff.


Most importantly, you’re someone who shares in our passion for improving the lives of students through communication. 


This role will include:

  • Lead, coach, and manage a high-performing charter sector sales team, ensuring individual and team quotas are met.
  • Oversee high-volume pipeline management using HubSpot, ensuring accurate tracking and organization of all opportunities.
  • Support team members in delivering engaging product demonstrations that clearly communicate our platform’s features, benefits, and value propositions.
  • Develop and execute outbound sales strategies to penetrate new charter, faith-based, and private school markets.
  • Partner with Marketing and SDR teams to refine lead generation tactics, campaigns, and conversion strategies.
  • Represent ParentSquare in person at conferences and in person meetings as necessary (estimated travel of 20%).
  • Collaborate cross-functionally to ensure a smooth client experience before and after the sale.
  • Analyze sales performance data to identify trends, opportunities, and areas for process improvement.

Our ideal candidate will have the following:

  • 5+ years of sales experience, with at least 2+ years in a leadership role managing a sales team.
  • Proven success managing high-volume sales cycles in the K–12 market, preferably in the charter, faith-based, or private school sectors.
  • Strong knowledge of CRM systems, especially HubSpot.
  • Excellent communication, negotiation, and presentation skills.
  • Ability to coach, mentor, and inspire sales team members to achieve their goals.


The perks of working for us are great! 

You’ll get your foot in the door as our company continues to grow. We’re big believers in work-life balance and provide:

  • Employer-paid health insurance (including dependent coverage)
  • An employer-matched 401K retirement savings program from day 1 
  • Paid Parental Leave
  • Stock options
  • Health + wellness reimbursements
  • PTO that increases each year
  • 16 paid holidays, including your birthday! 


As a fully remote team, we’ll make sure you have all the tools and equipment you need to make your home office a place where you can thrive. 


We're an equal opportunity employer. All applicants will be considered for employment without attention to age, race, color, religion, sex, sexual orientation, gender identity, national origin, veteran or disability status.


The salary range for this role will be 85k-100k + variable comp plan, DOE.

Sales

Remote (United States)

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