Staff Software Engineer at Squarespace - Remote — Columbus
Traveler-Friendly Insight
This role is listed as fully remote ("Anywhere in the World" per the job hint), though the hybrid option requires NYC office presence 3 days/week for those who prefer it. Fully remote candidates can skip the commute entirely, making this viable for digital nomads — but there are caveats worth examining closely.
Squarespace does not explicitly state timezone constraints in this posting, but given close collaboration with NYC-based engineering leadership, finance, and strategy stakeholders, expect an expectation of availability during US Eastern business hours (ET). This makes the role most comfortable in UTC-5 to UTC+3 time zones — covering Lisbon, most of Europe, and parts of West Africa and the Middle East comfortably.
- Lisbon, Portugal: ET+5 offset, manageable with a 1–2pm start. Squarespace even has an office in Aveiro, Portugal, adding cultural familiarity. Monthly cost ~$2,500–$3,500; salary goes very far here.
- Bangkok, Thailand: ET+11 — likely too challenging for consistent overlap with NYC leadership meetings.
- Medellín, Colombia: ET+0 or +1 depending on DST — excellent overlap. Monthly cost ~$1,500–$2,500, making the $170K+ salary highly advantageous.
No explicit coworking stipend or travel budget is mentioned. The education reimbursement could be used for professional subscriptions. Visa-wise, Colombia's digital nomad visa (up to 2 years) and Portugal's D8 visa are strong options for confirmed remote employees.
Headquarters: New York City; Remote
Squarespace is seeking a talented Staff Software Engineer to support and evolve the systems at the core of our monetization platform: billing, payments, and orders. In this role, you will provide technical oversight over the critical monetization machinery that accepts orders, processes payments, and bills subscriptions. You will regularly collaborate with engineering leadership and key product, strategy, and finance stakeholders to align technical strategy with Squarespace's business objectives. This is an opportunity to take on IC technical leadership responsibilities and own system architecture for high-visibility initiatives tied directly to Squarespace's core businesses.
This role is open to remote or hybrid working from our NYC office 3 days per week. You will report to the Director of Revenue Systems.
You'll Get To...
- Own system architectural vision and design for critical areas of our business.
- Transform high-level system vision into estimated project plans for initiatives central to Squarespace's strategy.
- Serve as technical lead and cross-functional liaison on business-critical projects, making and defending engineering decisions key to the success of the business.
- Mentor engineers on the team to deliver ever greater quality with ever growing autonomy.
- Drive best practices for engineering excellence and technical leadership, influence design reviews, question assumptions, point out pitfalls, and foster shared understanding.
- Set the engineering quality bar for the team through regular, high-quality code contributions across billing, orders, and payments.
Who We're Looking For
- 10 or more years of experience specifying, delivering, and maintaining complex distributed backend services.
- Significant experience with multiple programming languages (especially Java) and a broad range of tools like Spring Boot, Hibernate, databases, etc.
- Demonstrated experience leading system architecture decisions across multiple teams or initiatives.
- Proven ability to serve as a technical lead on cross-functional projects, aligning engineering and business goals without sacrificing engineering quality.
- Experience working with billing, orders, or payment systems at scale.
Benefits & Perks
- A choice between medical plans with an option for 100% covered premiums including medical, dental, and vision.
- Supplemental Life and Disability Insurance plans.
- Fertility and adoption benefits.
- Headspace mindfulness app subscription.
- Global Employee Assistance Program.
- Retirement benefits with employer match.
- Flexible paid time off.
- 12 weeks paid parental leave and family care leave.
- Pretax commuter benefit.
- Education reimbursement.
- Employee donation match to community organizations.
- 7 Global Employee Resource Groups (ERGs).
- Dog-friendly workplace.
- Free lunch and snacks.
- Private rooftop.
- Hack week twice per year.
Cash Compensation Range: $170,000 – $299,000 USD
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. Sales positions generally offer a competitive On Target Earnings (OTE) incentive structure in addition to base salary.
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 ranges 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 customers, but we also work toward 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.
To apply: https://weworkremotely.com/remote-jobs/squarespace-staff-software-engineer-revenue-systems
Frequently Asked Questions
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