Jobs at Squarespace

Own the strategy and roadmap for Acuity Scheduling’s payments, transactions, and mobile products. Lead customer and market discovery, define opportunities, drive payment integrations and checkout experiences across web and mobile, manage partner and build-versus-buy decisions, and track business metrics. Collaborate with marketing, customer operations, analytics, and engineering to launch products, improve merchant support, and align stakeholders around measurable growth and customer outcomes.

Own end-to-end go-to-market strategy for international markets, including budgeting, resource planning, content and AI-discovery strategy, media investment, and cross-functional execution. Build scalable international playbooks, use performance data to guide prioritization, and partner with Product, Brand, Commercial, Finance, and Analytics teams to translate market needs into measurable outcomes.

Leads the FP&A function, finance team, and company-wide product-line P&L. Advises the President and executive leadership on strategy, budgeting, forecasting, investments, profitability, and M&A. Oversees executive and board reporting, variance and scenario analysis, and accountability frameworks. Drives finance transformation through AI-enabled tools, automation, scalable processes, and improved analytics.

Supports pricing, packaging, margin analysis, and commercialization of AI features. Responsibilities include modeling API and inference costs, analyzing usage and unit economics, evaluating credit and usage-based pricing, defining SKUs and entitlements, modeling promotions, monitoring commercial performance, researching AI providers and competitors, and presenting findings to cross-functional stakeholders. Partners with Finance, Data Science, Product, Engineering, and Billing teams.

Supports Squarespace’s inorganic growth strategy by identifying, evaluating, and executing acquisitions and investment opportunities. Responsibilities include industry and company analysis, financial modeling, valuation, due diligence, transaction execution, strategic planning, and executive-facing presentations. The role partners with product, marketing, finance, legal, and people teams and requires strong knowledge of technology companies, SaaS KPIs, M&A, and corporate development.

Own the multi-year mobile product strategy across native apps, mobile web, and responsive experiences. Lead and develop product managers across US and Dublin teams, drive seller activation, engagement, and revenue, and define mobile-native commerce experiences. Partner with engineering, design, analytics, and executive stakeholders to ensure mobile is central to product architecture and company-wide planning.

Lead the Domains growth product roadmap, focusing on pricing, monetization, premium domains, auctions, expiry opportunities, and revenue expansion. Define product strategy, prioritize initiatives using customer research and analytics, establish measurable OKRs, and collaborate with Engineering, Design, Marketing, Operations, and Partnerships. The role requires strong commercial acumen, growth funnel expertise, cross-functional leadership, and a track record of delivering customer-focused products with measurable business impact.

Leads Squarespace’s People Technology strategy, roadmap, systems ecosystem, and team. Oversees Workday HCM, Greenhouse, integrations, reporting, releases, controls, audits, vendors, and cross-functional technology initiatives. Partners with People, IT, Finance, and business leaders to deliver scalable solutions, improve employee experiences, manage technical debt, and evaluate AI and automation opportunities.

The Director of GTM & Growth Marketing will build and own a global go-to-market playbook across multiple products and business units. Responsibilities include defining market priorities, channel strategies, financial models, launch standards, content direction, resource allocation, and performance feedback loops. The role partners with GMs, product, brand, media, international, and organic growth teams; leads senior growth marketing managers; improves operational efficiency; and uses AI tools to accelerate planning and analyze performance.

Design and build scalable media platform systems for uploading, processing, managing, and serving image, video, and audio assets. Own complex backend projects, develop reliable distributed systems and REST APIs, integrate cloud services and GenAI technologies, collaborate across engineering teams, mentor teammates, and participate in production on-call rotations.

Leads a team and owns the financial systems roadmap across NetSuite, Coupa, NSPB, and related platforms. Drives implementations, enhancements, maintenance, SOX compliance, data integrity, quality controls, and workflow automation. Partners with Finance, Engineering, IT, and other stakeholders to translate business needs into scalable technology solutions, manage cross-functional priorities, and oversee risks across multiple projects.

Lead company-wide growth marketing across acquisition, activation, retention, re-engagement, and revenue growth. Own CAC, conversion, LTV, retention, and revenue KPIs; develop lifecycle strategies, optimize web and multi-channel funnels, manage experimentation, and allocate budgets. Partner with product, CRM, media, affiliate, and content teams to personalize customer journeys, analyze cohorts and attribution, and scale measurable growth programs while leading cross-functional stakeholders.

Lead Squarespace’s Product Platform organization across identity, accounts, design systems, media, communications, APIs, developer tools, and shared AI capabilities. Own the multi-year platform strategy, grow engineering leadership, drive consolidation and modernization, establish adoption and service metrics, and improve internal developer velocity. Partner with product, infrastructure, design, security, data, and commercial leaders on architecture, investment, and company-level planning while balancing internal teams, external developers, and end-user outcomes.

Lead the architecture, technical strategy, and implementation of Squarespace’s large-scale Communications Platform for email, push, and in-product notifications. Provide hands-on Java development, drive modernization and reliability improvements, mentor engineers, conduct design and code reviews, identify systemic risks, and influence cross-team architecture decisions while balancing delivery with long-term platform health.

Build and own frontend features for Squarespaces Identity & Access Management systems. Design elegant user experiences for sign-in, sign-up, MFA, passkeys, OAuth/OIDC flows, and integrate with backend identity services while contributing to frontend architecture, testing, and developer experience.

Own and evolve Squarespace’s talent management portfolio across performance management, talent reviews, succession planning, career development, internal mobility, and skills. Design scalable employee and manager experiences, lead complex initiatives from strategy through adoption, use workforce data to improve programs, and influence leaders and cross-functional stakeholders. The role also involves experimenting with AI tools and automations while balancing privacy, bias, quality, and human judgment.

Lead Domains & Email as a GM: set multi-year vision, own P&L, build the org, drive product strategy, commercial outcomes, AI transformation, partnerships, and cross-functional execution with engineering and go-to-market teams.

Serve as the analytics lead for Acuity Scheduling: build data infrastructure, dashboards, and monitoring; translate product, financial, and operational data into executive insights; design metrics frameworks; run weekly/monthly reviews and deep dives; partner with Product, Engineering, and Analytics to support growth, retention, and strategic decision-making.

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.