Careers at ParentSquare

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. This is technology with real impact, and a team built to make it happen.

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One of Inc’s 2025 Best Workplaces

A workplace worth showing up for.

Our Team

The people behind the platform

We’re builders, listeners, learners, and doers. Our team includes former educators, engineers, designers, and support professionals. We come from classrooms and codebases, from rural districts and urban schools, but what connects us is a shared mission and a belief that better communication creates better outcomes.

We celebrate wins together, support each other through challenges, and genuinely enjoy the people we work with. Team offsites, shared interests, friendships that outlast job titles: that’s part of what we build here, too.

Our Values

What makes us, us

We’re 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. We love what we do, and it shows.

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

We want the people who show up for schools every day to feel taken care of, too. Our benefits reflect that.

Time, flexibility, and balance

Generous PTO
15 paid holidays
Paid parental leave

Financial security and ownership

Stock options
Employer-match 401 (k)
Resources to keep learning and growing

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

01 / 01

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 meaningful work here for you.

Don't see the perfect role? Reach out anyway.