About this role
Squarespace is seeking an Engineering Manager to lead our Purchase, Access & Subscription Success (PASS) team. The group is responsible for the buyer-facing purchase and subscription experience, including the multi-product cart, secure checkout flows, subscription and billing panel, cross-selling, cancellation surveys, and invoices. This team's work directly drives revenue by shaping how customers purchase, manage, and retain their Squarespace subscriptions.
As the manager of this team, you'll lead a group of experienced frontend and backend engineers who build and maintain the cart experience and checkout flows, power the subscription and billing panel UI, drive cross-sell and upsell initiatives, and deliver new product integrations. You'll work closely with product, design, analytics, and peer engineering teams to deliver seamless, high-converting purchase experiences for Squarespace customers worldwide.
This is a hybrid role working from our Dublin office 3 days per week. You will report to the Senior Engineering Manager of Revenue Systems.
You’ll Get To…
• Lead a full-stack engineering team responsible for the multi-product cart, secure checkout flows, subscription and billing panel experience, cross-sell services, cancellation surveys, and invoices.
• Drive the execution of the Monetization roadmap, including secure checkout migration, new product integrations, and cross-sell optimization.
• Coach, mentor, and develop engineers through regular feedback, goal-setting, and technical guidance.
• Collaborate with cross-functional partners (Product, Design, Analytics, and peer engineering teams) to align engineering initiatives with business priorities.
• Foster a culture of technical excellence, reliability, and continuous improvement in critical revenue systems.
• Participate in incident command rotations and guide the team's response to high-impact production events.
• Own operational health: SLOs, on-call, and engineering metrics (cycle time, MTTR, availability targets).
Who We’re Looking For
• 3+ years experience managing software engineering teams building production systems.
• Experience leading or partnering across both frontend (React/TypeScript) and backend (Java, PostgreSQL, distributed systems) domains.
• Familiarity with e-commerce cart/checkout experiences, subscription management, or SaaS billing UX.
• Strong communication and collaboration skills with a focus on cross-team alignment and delivery.
• Passion for mentoring engineers and fostering a culture of growth, inclusion, and accountability.
• Experience operating in a PagerDuty/on-call culture with production SLO targets.
Benefits & Perks
• Health insurance with 100% covered premiums for you, your spouse or partner and your dependent children including medical, dental, and vision
• Life and Income Protection
• Fertility and adoption benefits
• Headspace mindfulness app subscription
• Global Employee Assistance Program
• Pension