Staff Software Engineer

Role Description

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.

• 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.

Qualifications

• 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.

Benefits

• 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.

Company Description

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.