About ParentSquare

ParentSquare is the leading school-home communication platform, serving over 20 million student families nationwide. We empower schools to engage families effectively, creating stronger communities that support student success. As we continue our rapid growth, we’re looking for a Director of Product Design to lead and elevate our design strategy.

About the Role

We’re looking for a Director of Product Design to lead our talented team of 7 designers and drive the evolution of ParentSquare’s user experience. Our product has grown rapidly with new features, but the core design has not been fully reimagined in years. This role requires someone who can lead a team to iteratively improve an existing product while scaling a design system for the future.

You will work closely with our Founder, CPO, Product, and Engineering teams ensuring we maintain our high retention and NPS while expanding our footprint. If you thrive in a fast-growth, iterative environment and are passionate about making a real impact in K-12 education, we’d love to hear from you!

What You’ll Do

• Lead & Scale the Design Team – Mentor and manage a team of 7 designers, fostering a collaborative, user-centered approach.

• Drive Product UX Strategy – Partner with Product and Engineering to improve UX iteratively while maintaining development speed.

• Establish & Scale a Design System – Build, refine, and scale our design system to ensure consistency and efficiency.

• Be Hands-On When Needed – While leading the team, be ready to jump in and contribute directly to design work where needed.

• Ensure Frugality & Speed – Deliver high-quality design work without unnecessary complexity or cost.

• Collaborate Cross-Functionally – Work with Product Managers, Engineers, and Leadership to align on vision and execution.

• Improve Key Business Metrics – Focus on driving ARR, retention, and NPS through exceptional user experience.

What We’re Looking For

• 8 years of experience in Product Design, with 3 years leading teams.

• Experience designing for B2B SaaS or EdTech products.

• Proven success improving legacy products through iterative design.

• Deep understanding of accessibility, visual design, and understanding user workflows.

• Experience building and scaling a design system.

• Ability to balance fast execution with thoughtful design.

• Strong cross-functional collaboration skills—comfortable working with Founders, CPO, Product, and Engineering teams.

• Passion for helping schools and educators succeed.

Why Join Us?

At ParentSquare, we believe in winning together and building a product that truly serves schools, educators, and families. We value transparency, collaboration, and an entrepreneurial spirit, and we look for team members who share these values. You’ll have the opportunity to lead design at scale, influence a fast-growing company, and make a meaningful impact on K-12 education.

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

• Generous PTO 

• 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.

The salary range for this role will be $175 ,000 -  $200,000 DOE. 

Salary : $175,000 - $200,000