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
benefits with employer match Flexible paid time off 26 weeks paid maternity leave & 12 weeks paid paternity leave 2 weeks paid family care leave Education reimbursement Employee donation match to community organizations 7 Global Employee Resource Groups (ERGs) Free lunch and snacks Close proximity to cultural landmarks such as Dublin Castle and St. Patrick's Cathedral Cash
Compensation Range: €107,000 – €165,000 EUR The base salary for this position will vary based on job-related criteria including relevant skills, experience, and location, among other factors. In addition to the cash
compensation above (which includes base salary and, where applicable for eligible roles, may include overtime pay), Squarespace employees are eligible to be granted an option to purchase our common stock. About Squarespace Squarespace is a design-driven platform helping entrepreneurs build brands and businesses online. We empower millions of customers in more than 200 countries and territories with all the tools they need to create an online presence, build an audience, monetize, and scale their business. Our suite of products range from websites, domains, ecommerce, and marketing tools, as well as tools for scheduling with Acuity and creating and managing social media presence with Bio Sites and Unfold. Our team of more than 1,700 is headquartered in New York City, with offices in Dublin, Ireland, and Aveiro, Portugal. For more information about our company, visit https://www.squarespace.com/about/careers . Our Commitment Today, more than a million people around the globe use Squarespace to share different perspectives and experiences with the world. Not only do we embrace and celebrate the diversity of our customer base, but we also strive for the same in our employees. At Squarespace, we are committed to equal employment opportunity regardless of race, color, ethnicity, ancestry, religion, national origin, gender, sex, gender identity or expression, sexual orientation, age, citizenship, marital or parental status, disability, veteran status, or other class protected by applicable law. We are proud to be an equal opportunity workplace. Thank you in advance for providing the following details about your work history from your resume! This helps us ensure that your candidate information is accurate and consistent during the hiring process. Squarespace will never solicit your personal banking information or ask you to transfer money in connection with a job offer or interview. We also will not reach out to you via phone or SMS without your permission or knowledge. If you plan to use AI in any capacity during your candidate journey, please review our Candidate AI Policy .
Location
Dublin, Ireland
Total raised
$591.0M
Last stage
Series C
Investors
No applications, no recruiter spam. Just the intro.
A few questions to make sure this role is the right shape for you. Two minutes.
I write the intro, send it to the founder, and handle the back-and-forth.
If they’re a yes, I book the chat. You show up — that’s the whole job-hunt.