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ParentSquare

Engineering Leadership

🇺🇸 Remote - US

🕑 Full-Time

💰 TBD

💻 Software Engineering

🗓️ October 19th, 2025

K-12

Edtech.com's Summary

ParentSquare is hiring an Engineering Leader to manage and mentor a team of engineers, driving performance while participating in technical discussions and hands-on development when needed. This role involves collaborating with cross-functional teams to develop and prioritize the product roadmap, ensuring key milestones and metrics are met to deliver a high-quality school-home communication platform.

Highlights
  • Lead and mentor a team of engineers, overseeing performance management and career growth.
  • Collaborate with Engineering VPs, Directors, and Product teams to define expectations and deliverables.
  • Participate in hiring, team scaling, and talent retention efforts.
  • Develop and track KPIs to monitor engineering team performance and execution.
  • Ensure security protocols and processes are maintained and up to date.
  • Engage in hands-on development alongside the engineering team.
  • Required skills include 5+ years backend software development (Ruby on Rails preferred) and 3+ years people management experience.
  • Proficiency in software engineering best practices, Git version control, and familiarity with AWS services is a plus.
  • Bachelor’s degree or higher in software engineering, computer science, or related field required.
  • Compensation includes employer-paid health insurance with dependent coverage, employer-matched 401K, paid parental leave, stock options, wellness reimbursements, generous PTO, and 15 paid holidays.

Engineering Leadership Full Description

Engineering Leadership
Engineering
Remote (United States)

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 Engineering leadership (from manager to director level) to join our team and help us lead our incredible team of Engineers. 

The Opportunity
At ParentSquare, we’re passionate about improving the lives of students, and that passion drives how we build our product and serve our customers. In this role on our Engineering leadership team, you’ll balance leading a team to provide mentoring and guidance to a team of engineers to ensure our high expectations for their performance are met. You have the experience and knowledge to participate in deep technical discussions and aren’t afraid to get hands-on when the team needs you. You’ll work closely with our Product team, other engineering teams, and cross-functionally to develop and prioritize our product roadmap and key initiatives to ensure your team is achieving key milestones and metrics. 

This role will include:
  • Working closely with the Engineering VPs and Directors (alongside our Founder, CEO and CPO) to set clear expectations – and beat those expectations- as you deliver on our platform.
  • Building and leading your team as you execute each sprint to the best of your ability.
  • Collaborating with your peer engineering managers and leaders to meet (and beat!) our company goals
  • Participating in the hiring process as we continue to build our team.
  • Lead a diverse team of engineers to create innovative end-to-end technical solutions
  • Grow and scale the team as needed by attracting, hiring, and retaining world-class talent
  • Share ParentSquare’s Core Values and act in a way that is consistent with those values
  • Own performance management and career growth for your team of engineers
  • Set up and streamline effective processes to ensure the right prioritization and urgency 
  • Creating KPI’s for the engineering team to track performance and execution of work
  • Ensure security processes and protocols are kept up to date and on track for your team members
  • Be a member of a development team and perform development tasks in the context of that team

Our ideal candidate will have the following:
  • Bachelor’s degree (or higher) from an accredited college or university in software engineering, computer science, information systems, information technology, or a related field
  • 5+ years of experience in back-end software development, Ruby on Rails experience preferred
  • 3+ years of experience in people/team management
  • The ability to mentor junior software developers, as well as to collaborate with all stakeholders..
  • Extensive experience in developing, deploying, and integrating large-scale web applications
  • Ability and willingness to keep up with software industry trends and innovation.
  • Proficiency in documenting processes and monitoring performance metrics.
  • Familiarity with software engineering best practices such as design patterns, code reviews, unit testing, and agile or lean software development frameworks
  • Proficiency with commonly used AWS services is a big plus
  • Proficiency with version control using Git

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.