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Squarespace

Staff Software Engineer, Revenue Systems

Squarespace

. Provide technical oversight for systems at the core of Squarespace’s monetization platform, including billing, payments, and orders .

Posted 10/15/2026full-timeNew York City • New York • United StatesLead💰 $185,500 - $299,000 per yearWebsite

Tech Stack

Tools & technologies
HibernateJavaSpring BootSpringBoot

About the role

Key responsibilities & impact
  • Provide technical oversight for systems at the core of Squarespace’s monetization platform, including billing, payments, and orders
  • Collaborate with engineering leadership and product, strategy, and finance stakeholders to align technical strategy with business objectives
  • Own system architectural vision and design for critical business areas
  • Transform high-level system vision into estimated project plans for strategic initiatives
  • Serve as technical lead and cross-functional liaison on business-critical projects
  • Make and defend engineering decisions key to business success
  • Mentor engineers to deliver greater quality with growing autonomy
  • Drive engineering excellence and technical leadership best practices
  • Influence design reviews, question assumptions, identify pitfalls, and foster shared understanding
  • Set the engineering quality bar through regular, high-quality code contributions across billing, orders, and payments
  • Report to the Director of Revenue Systems

Requirements

What you’ll need
  • 10 or more years experience specifying, delivering and maintaining complex distributed backend services
  • Significant experience with multiple programming languages, especially Java
  • Experience with Springboot, Hibernate, databases, and a broad range of tools
  • 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

Comp & 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
  • Option to purchase company common stock