Join Our Team
When families are involved, students thrive. At ParentSquare, we’re building the platform that helps schools make that happen. Every day, for every student, and every family.
We unite messaging, attendance, forms, payments, websites, and more in one platform. Districts get a clear path to stronger communication, and families stay engaged in their students’ learning.
This is technology with real impact. And a team built to make it happen.
ParentSquare was named to Inc.’s 2025 Best Workplaces list.
The people behind the platform
We’re builders, listeners, learners, and doers. Energized by complex challenges and motivated by the people we serve.
Our team includes former educators, engineers, designers, and support professionals. We come from classrooms and codebases, from rural districts and urban schools. What connects us is a shared mission and a belief that better communication creates better outcomes.
Just as important, we believe strong work is built on strong relationships. We’re a team that values connection—inside and outside of work. We celebrate wins together, support each other through challenges, and make space for genuine human connection beyond the day-to-day. Whether that shows up through team offsites, shared interests, or friendships that extend beyond our roles, we believe belonging—and having fun together— fuels better collaboration and better outcomes.
See what it’s like to work at ParentSquare
How we work
ParentSquare is a remote-first company with a strong foundation in K–12. Whether we’re designing new features, supporting schools, or planning our next release, our values guide how we build, collaborate, and grow.
Each value shows up in how we treat one another—and how we show up for our customers.
We Are Champions for Our Customers
Our customers feel heard. There's always a solution to be found.
We Win Together
We share in success and work toward our goals with purpose—and a healthy dose of fun.
We Believe in Transparency
We build trust through open, honest communication and diverse perspectives.
We Embrace an Entrepreneurial Spirit
We never lose our startup mentality. We stay scrappy, adaptable, and driven.
What we offer
Supporting schools starts with supporting the people who make our work possible. Our benefits reflect that.
Time, flexibility, and balance
- Generous PTO
- 15 paid holidays (including your birthday)
- Paid parental leave
Financial security and ownership
- Stock options
- Employer-match 401(k)
Health and well-being
- Medical, dental, vision, and life insurance
- Employer HSA contributions
- Sponsored wellness programs
“As a first-time mom, the support I received from ParentSquare during my leave and return to work made me feel completely at ease. I’ve been able to regain my career momentum without missing a beat, all while maintaining a healthy work-life balance.”
Hannah Bylenga
Senior SDR
Find your next great role
If you’re looking for work that feels meaningful, alongside people who care about what they build and why it matters, we’d love to meet you.
Whether you’re designing for inclusion, writing code, supporting customers, or telling stories — there’s important work here for you.
Don’t see the perfect fit? Reach out anyway.