Staff Engineer

ParentSquare, Inc.; United States; Remote; USD 180,000 - 230,000; Full time

Benefits offered by this job

Health insurance

401K

Parental Leave

Stock options

Wellness reimbursements

PTO increase

Job summary

ParentSquare, Inc. is seeking a Staff Software Engineer who drives technical leadership with an AI-forward approach. You will design and scale complex systems, mentor teams, and champion AI-enabled workflows to reduce boilerplate and accelerate development.

The role emphasizes cross-functional leadership, secure scalable architecture, and a culture of technical excellence. This is a fully remote opportunity within the United States, with competitive compensation.

Qualifications

• Mastery of large-scale services using Ruby, Python, JavaScript/TypeScript, and PHP.
• Deep knowledge of distributed systems, relational databases (MySQL/Postgres), and AWS infrastructure (Aurora, RDS, SQS).
• AI-native workflow: use AI to bypass boilerplate and focus on architecture.
• Collaborative communicator: represent engineering in high-stakes discussions with non-technical stakeholders.
• Education: Bachelor’s degree (or higher) in Computer Science or a related field.

Responsibilities

• Cross-functional leadership with product owners, executives, design, sales and marketing.
• AI evangelism: mentor engineering on using AI to increase sprint velocity and code quality.
• Scalable engineering: build and operate systems at scale with strong security for schools.
• Architectural evolution: review PRs and shape future system architecture, including monolith evolution.

Skills

Ruby

Python

JavaScript/TypeScript

PHP

Education

Bachelor’s degree in Computer Science or related field

Job description

Who we’re looking for:

We are looking for a Staff Software Engineer who operates with a high degree of urgency and a “multiplier” mindset. While this role is one level down from our Principal position, the expectations for technical leadership and architectural influence remain high. We are specifically seeking an AI-forward engineer. To us, this means you are someone who has fundamentally evolved your workflow using LLMs and AI agents. You should be the person in the room who can demonstrate how to use AI to bypass manual boilerplate, accelerate debugging, and ship clear, simple functionality at a pace that traditional methods can’t match

Most importantly, you’re someone who shares in our passion for improving the lives of students through communication.

This role will include:

• Cross-Functional Leadership : Partner closely with product owners, executive leadership, design, sales, and marketing to ensure we build the right things as simply as possible
• AI Evangelism : Act as the internal champion for AI development practices, mentoring the engineering org on using AI to increase sprint velocity and code quality
• Scalable Engineering : Build and run systems that operate robustly at scale while ensuring the highest level of security for the schools that rely on us
• Technical Culture : Work with leadership to build a unified technical direction and a culture of excellence and speed.
• Architectural Evolution : Review PRs and design the future architecture of our systems, including the evolution of our monolithic architectures

Our ideal candidate will have the following:

• Deep Technical Expertise: Mastery of large-scale services using Ruby, Python, JavaScript/TypeScript, and PHP.
• Systems Mastery: Deep knowledge of distributed systems, relational databases (MySQL/Postgres), and AWS infrastructure (Aurora, RDS, SQS)
• AI-Native Workflow: You treat AI as your primary partner in the development lifecycle, using it to bypass boilerplate and focus on deep architectural work
• Collaborative Communicator: You can represent the engineering team in high-stakes discussions with non-technical stakeholders to drive business value
• Education: Bachelor’s degree (or higher) in Computer Science or a related field

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.

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. We are committed to maintaining a drug-free workplace in compliance with applicable state laws.

The salary range for this role will be $180,000-$230,000, DOE.