Staff Software Engineer, Revenue Systems

location_on Remote · Posted Oct 15, 2026
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Squarespace Greenhouse Board
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Software Engineering Systems Design Java

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About the Role

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, reporting to the Director of Revenue Systems.

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Key Technical Responsibilities

  • check_circle Own system architectural vision and design for critical areas of our business.
  • check_circle Transform high-level system vision into estimated project plans for initiatives central to Squarespace’s strategy.
  • check_circle Serve as technical lead and cross-functional liaison on business-critical projects, making and defending engineering decisions key to the success of the business.
  • check_circle Mentor engineers on the team to deliver ever greater quality with ever growing autonomy.
  • check_circle Drive best practices for engineering excellence and technical leadership, influence design reviews, question assumptions, point out pitfalls, and foster shared understanding.
  • check_circle Set the engineering quality bar for the team through regular, high-quality code contributions across billing, orders, and payments.
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Prerequisites & Qualifications

  • check 10 or more years experience specifying, delivering, and maintaining complex distributed backend services.
  • check Significant experience with multiple programming languages (especially Java) and a broad range of tools like Springboot, hibernate, databases, etc.
  • check Demonstrated experience leading system architecture decisions across multiple teams or initiatives.
  • check Proven ability to serve as a technical lead on cross-functional projects, aligning engineering and business goals without sacrificing engineering quality.
  • check Experience working with billing, orders, or payment systems at scale.
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About Squarespace Greenhouse Board

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Squarespace Greenhouse Board refers to the centralized recruitment and talent acquisition infrastructure utilized by Squarespace, a New York City-based technology company specializing in website building and hosting platforms. The board serves as the primary interface for managing the company's global hiring pipeline, candidate tracking, and talent operations, facilitating the recruitment of engineering, product, and design talent to support the company's integrated suite of web publishing tools and e-commerce solutions.

Engineering Culture: Squarespace maintains an engineering-centric culture focused on design-led product development and high-performance web infrastructure. Their recruitment philosophy emphasizes the acquisition of talent capable of balancing aesthetic precision with scalable software architecture. The company prioritizes a collaborative, cross-functional environment where engineers are expected to contribute to the end-to-end user experience, adhering to rigorous standards for code quality, reliability, and intuitive interface design.
Staff Software Engineer, Revenue Systems
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