ParentSquare

Principal Engineer

ParentSquare$210K — $265K *
US-AnywhereRemote in United States
Information Technology
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • Proven track record with multi-paradigm systems like Ruby, Python, JavaScript/TypeScript, and PHP.
  • Deep expertise in distributed systems architecture with a focus on reliability and relational databases such as MySQL and PostgreSQL.
  • Thought leadership in AI-assisted software engineering, streamlining processes through AI.
  • Exceptional communication skills to translate complex technical concepts for non-technical stakeholders.
  • Bachelor's degree or higher in Computer Science or a related field, with extensive technical leadership experience.

Responsibilities

  • Partner with executive leadership to translate company goals into actionable technical strategies.
  • Define and implement the AI development roadmap to create an efficient engineering culture.
  • Own and guide the architectural vision to ensure scalability and compliance with sector demands.
  • Elevate engineering practices through reviews, mentorship, and fostering a focus on simplicity.
  • Act as the technical voice in strategic discussions with clients and cross-functional teams.

Benefits

  • Employer-paid health insurance covering dependents.
  • Employer-matched 401K plan starting on the first day.
  • Paid parental leave to support family growth.
  • Stock options as part of compensation.
  • Health and wellness reimbursements.
  • Increasing PTO benefits every year.
  • 15 paid holidays, including your birthday.
Full Job Description
Who we're looking for:

We are looking for a Principal Software Engineer who serves as the ultimate technical authority and multiplier across our engineering organization. As our top-tier individual contributor, you operate with an extreme sense of urgency, high business acumen, and an unyielding commitment to simplicity.

We are seeking a deeply AI-forward, vision-driven engineer. To us, this means you don't just use AI tools-you fundamentally redesign engineering paradigms around them. You are the pioneer who sets the standard for how our entire company leverages LLMs and AI agents to accelerate cycle times, eliminate friction, and ship simple, high-impact capabilities at an unprecedented cadence. Most importantly, you are deeply passionate about transforming the lives of students and educators through seamless communication.

This role will include:

  • Strategic & Executive Leadership: Partner directly with the VP of Engineering, C-Suite, Product leadership, and business stakeholders to turn ambitious company goals into lean, executable technical strategies.
  • AI Strategy & Culture: Define and drive the company-wide AI development roadmap. Establish the practices, tools, and mindset needed to transform our engineering organization into a hyper-efficient, AI-native development force.
  • Architecture & System Vision: Own the overarching architectural vision of our platform. Guide the long-term evolution of our services-balancing rapid iteration with the rigorous security, privacy, and uptime requirements schools demand.
  • Technical Excellence & Mentorship: Elevate the engineering bar across all teams through architectural reviews, mentorship of Staff and Senior engineers, and modeling a culture of speed, rigor, and simplicity.
  • Cross-Functional Influence: Serve as the technical voice of the company in high-stakes conversations with key clients, partners, and cross-functional executives to align technology with core business value.
Our ideal candidate will have the following:
  • Multi-Paradigm System Mastery: Proven track record of designing, evolving, and maintaining complex, high-scale services using Ruby, Python, JavaScript/TypeScript, and PHP.
  • Distributed Systems Architecture: Deep expertise in scale, reliability, and relational databases (MySQL, PostgreSQL), alongside cloud infrastructure (AWS Aurora, RDS, SQS).
  • AI-First Operating Model: You are a thought leader in AI-assisted software engineering, actively shaping how teams pair with AI to eliminate toil and focus on high-leverage architectural problems.
  • Executive Presence & Communication: Exceptional ability to distill complex technical trade-offs into clear business decisions for non-technical stakeholders, executives, and customers.
  • Education & Track Record: Bachelor's degree (or higher) in Computer Science or a related field, with a demonstrated history of technical leadership at scale.
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
  • 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.

The salary range for this role will be $210,000-$265,000 DOE.

About ParentSquare

ParentSquare is an education technology company that provides communication and engagement tools for K-12 schools. The company's platform allows schools to communicate with parents, students, and staff through a single, easy-to-use interface. ParentSquare's mission is to help schools build stronger communities by improving communication and engagement. The company's management team has extensive experience in the education and technology industries and is dedicated to creating value for its customers.
Learn more about ParentSquare
Size
200 employees
Industry

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