Engineering Manager - PASS

<p>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.</p> <p>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.</p> <p>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.</p> <h2><strong>You’ll Get To…</strong></h2> <ul> <li><strong> </strong>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.</li> <li>Drive the execution of the Monetization roadmap, including secure checkout migration, new product integrations, and cross-sell optimization.</li> <li>Coach, mentor, and develop engineers through regular feedback, goal-setting, and technical guidance.</li> <li>Collaborate with cross-functional partners (Product, Design, Analytics, and peer engineering teams) to align engineering initiatives with business priorities.</li> <li>Foster a culture of technical excellence, reliability, and continuous improvement in critical revenue systems.</li> <li>Participate in incident command rotations and guide the team's response to high-impact production events.</li> <li>Own operational health: SLOs, on-call, and engineering metrics (cycle time, MTTR, availability targets).</li> </ul> <h2><strong>Who We’re Looking For </strong></h2> <ul> <li>3+ years experience managing software engineering teams building production systems.</li> <li>Experience leading or partnering across both frontend (React/TypeScript) and backend (Java, PostgreSQL, distributed systems) domains.</li> <li>Familiarity with e-commerce cart/checkout experiences, subscription management, or SaaS billing UX.</li> <li>Strong communication and collaboration skills with a focus on cross-team alignment and delivery.</li> <li>Passion for mentoring engineers and fostering a culture of gr