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Customer Support Lead

Remote / Online - Candidates ideally in
Northern, Floyd County, Kentucky, USA
Listing for: ParentSquare, Inc.
Full Time, Remote/Work from Home position
Listed on 2026-09-18
Job specializations:
  • Customer Service/HelpDesk
    Technical Support, HelpDesk/Support, Customer Service Rep
Salary/Wage Range or Industry Benchmark: 70000 - 95000 USD Yearly USD 70000.00 95000.00 YEAR
Job Description & How to Apply Below

Parent Square 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. Parent Square and Remind Hub, 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, Smart Sites, 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:

We are seeking an experienced Customer Support Lead to champion our customer experience through our support team efforts. In this role, you’ll have a deep knowledge of Parent Square’s product and features and handle customer escalations and resolutions. Additionally, you’ll mentor and guide a small cohort of customer support agents to provide coaching and support to ensure each excels in their role.

You’ll also work closely with new team members to make sure they get the right product training. This role will work alongside the Customer Support Manager to provide feedback on the support organization’s efficiency and performance by identifying opportunities to enhance internal processes and provide feedback to the support team.

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

This role will include:
  • Mentoring and coaching a cohort of support agents to ensure tickets, calls, and chats are handled quickly and efficiently.
  • Providing backup support for the Customer Support team during peak times.
  • Serving as an escalation point for red clients, Jira escalations, and tier 2 tickets as needed.
  • Providing feedback to the Customer Support Manager on training needed for agents and ideas for long-term strategic plans for the team.
  • Providing feedback to the Customer Support Manager for 1:1 meetings with each agent.
  • Managing/watching queues during designated shifts to ensure proper coverage in all live queues.
  • Leading live coachings via zoom to provide support for agents on tickets.
Our ideal candidate will have the following:
  • A high school diploma and at least 2 years of relevant Customer Support experience in a SaaS or software company environment
  • Experience with school communication tools, integration tools and/or SIS a plus
  • Excellent communication skill and attention to detail
  • Project management and ability to prioritize tasks in a fast moving dynamic environment
  • Prior experience in a managerial or lead role
  • Top-notch oral, written, and interpersonal abilities
  • Alignment with our company's values
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:

  • An employer-matched 401K retirement savings program from day 1
  • Stock options
  • Health + wellness reimbursements
  • PTO that increases each year
  • 15 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. We are committed to maintaining a drug-free workplace in compliance with applicable state laws.

The salary range for this role will be [ xxx ], DOE.

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