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Staff Software Engineer responsible for architecting and evolving billing, payment, and order systems supporting Squarespace’s monetization platform. The role provides technical leadership across high-visibility initiatives, translates system vision into project plans, leads cross-functional engineering efforts, mentors engineers, drives engineering best practices, and contributes code to critical backend services. Candidates need extensive experience with complex distributed systems, Java and related technologies, architecture decisions, and large-scale billing, ordering, or payment platforms.

Lead enterprise procurement strategy and supplier relationships, drive strategic sourcing and cost savings across technology and marketing spend, manage supplier risk and contracts, implement procurement transformation and tools, and build a high-performing procurement team aligned with business goals.

Run global paid social campaigns across Meta, TikTok, Reddit, and Pinterest to drive subscription conversions. Build, launch, and optimize full-funnel campaigns, design structured tests, use AI to automate reporting and workflows, validate platform-reported results with incrementality measurement, and partner cross-functionally with creative, analytics, finance, and platform partners.

Lead investigations and incident response using SIEM and SOAR, design detection alerts, perform threat hunting across endpoints, network, application and logs, analyze compromises and malware, build playbooks and security tools, share findings to improve product/security posture, and mentor junior team members.

Lead operational planning and reporting for Applied Data & Insights; codify operating model, prioritize and resource cross-functional projects, partner with Finance, People, TPMs, and product teams, govern vendor/tooling decisions, and standardize practices across analytics, data science, and platform teams.

Lead cross-functional program and project planning for pricing and monetization initiatives. Build project plans, track milestones and risks, manage A/B test pipelines, drive process and AI-assisted workflow improvements, synthesize executive communications, and coordinate Product, Engineering, Analytics, Finance, Legal, and other stakeholders to accelerate revenue growth and scalable delivery.

Manage and grow a Database Engineering team responsible for backend infrastructure (databases and streaming). Hire, mentor, and evaluate engineers; drive architectural decisions and cross-functional roadmaps with Product, Design, and other teams. Promote an inclusive, high-performing culture and ensure scalability, reliability, and strong developer experience.

Lead and mentor an engineering team building and scaling payments infrastructure. Drive delivery against company goals, ensure regulatory compliance, set technical direction, partner with Product/Design/Operations, and improve processes and culture to support merchant payments and revenue growth.

Lead and grow a business development team to drive strategic partnerships, optimize reseller and payment channels, and deliver subscription revenue. Own partner portfolio performance, collaborate cross-functionally (Product, Legal, Finance), serve as executive-level advisor to top-tier partners, and influence product and commercial strategy to expand Squarespace's platform and customer segments.

Design end-to-end experiences for Squarespace's Client Engagement Group, simplifying complex workflows and data-rich interfaces. Lead data visualization, prototype motion and state, build scalable design systems, and collaborate with PMs, engineers, and researchers to ship user-centered features for CRM and Automations.