Squarespace, Inc. operates platform for businesses and independent creators to build online presence, grow their brands, and manage their businesses across the internet. Its suite of integrated products enables users to manage their projects and businesses through websites, domains, e-commerce, marketing tools, and scheduling, as well as tools for managing a social media presence. It serves small and medium-sized businesses, and independent creators, such as restaurants, photographers, wedding planners, artists, musicians, and bloggers. Squarespace, Inc. was founded in 2003 and is headquartered in New York, New York.

squarespace

<p>At Squarespace, we empower product teams to solve meaningful customer and business problems. We're looking for a Senior Product Manager to join the Acuity Scheduling team, leading product management across Acuity's payments and mobile surfaces for one of Squarespace's core scheduling products.</p>
<p>Acuity Scheduling helps service businesses run their operations end-to-end: booking, client management, and getting paid. Payments is central to that value proposition, and it's one of Acuity's most significant growth opportunities. This role owns the strategy and execution for expanding how and where Acuity sellers collect revenue, building the payment experiences, defaults, and integrations that make on-platform collection the obvious choice across web, mobile, and emerging booking channels.</p>
<p>This is a hybrid role, requiring 1–3 days a week in our New York City office. You will report to the Product Director on the Acuity Scheduling team.</p>
<h2><strong>What You'll Do</strong></h2>
<ul>
<li>Own the long-term strategy and roadmap for payments, transactions, and mobile on Acuity</li>
<li>Lead rigorous problem discovery, deeply understanding customer, business, and market dynamics before pursuing major investments</li>
<li>Develop evidence-based problem statements grounded in user research, competitive analysis, and financial data</li>
<li>Define target segments, primary use cases, and expansion opportunities across web, mobile, and in-person payment contexts</li>
<li>Balance partner, build, buy, and deprecate decisions to accelerate GPV growth and customer impact</li>
<li>Drive payment integrations and checkout UX across Acuity's web and mobile surfaces</li>
<li>Leverage relationships with external partners to address areas of opportunity where Acuity can serve customers in a distinctive way</li>
<li>Partner with marketing to launch new products, with customer operations to develop excellent merchant support, and with analytics to monitor engagement and evaluate success</li>
<li>Own the key metrics for your business area, explain trends, and build shared understanding across teams and stakeholders</li>
<li>Create alignment across stakeholders through clear narratives, documentation, and prioritization frameworks</li>
</ul>
<h2><strong>Who We're Looking For</strong></h2>
<ul>
<li>6–8+ years of product management experience in SaaS or consumer software, with a track record of shipping products that drive measurable business outcomes</li>
<li>Deep experience with payments, fintech, or transaction products, including third-party integrations, checkout UX, and payment infrastructure</li>
<li>Experience leading mobile product development across iOS and Android surfaces</li>
<li>Strong data and financial analysis skills, with experience sizing opportunities and validating demand</li>
<li>High technical fluency; comfortable partnering on complex workflows, data models, and platform integrations</li>
<li>Proven ability to define the right problem before designing solutions, resistant to premature solutioning</li>
<li>Excellent communication and interpersonal skills, with demonstrated ability to align cross-functional teams around business goals</li>
<li>Customer-obsessed, with a history of conducting research, customer interviews, and usability testing to inform decisions</li>
<li>Comfortable challenging default approaches when they conflict with user or commercial outcomes</li>
</ul>
<h2><strong>Nice to Have</strong></h2>
<ul>
<li>Experience with in-person payments, POS integrations, or hardware-adjacent product work</li>
<li>Familiarity with scheduling, booking, or operational tools for SMBs</li>
</ul>
<h2><strong>Benefits &amp; Perks</strong></h2>
<ul>
<li>A choice between medical plans with an option for 100% covered premiums&nbsp;</li>
<li>Fertility and adoption benefits</li>
<li>Access to supplemental insurance plans for additional coverage</li>
<li>Headspace mindfulness app subscription</li>
<li>Global Employee Assistance Program</li>
<li>Retirement benefits with employer match</li>
<li>Flexible paid time off</li>
<li>12 weeks paid parental leave and family care leave</li>
<li>Pretax commuter benefit</li>
<li>Education reimbursement</li>
<li>Employee donation match to community organizations</li>
<li>7 Global Employee Resource Groups (ERGs)</li>
<li>Dog-friendly workplace</li>
<li>Free lunch and snacks</li>
<li>Private rooftop</li>
<li>Hack week twice per year</li>
</ul>
<h3><strong>Cash Compensation Range: $153,500 - $247,000 USD</strong></h3>
<p>The base salary for this position will vary based on job-related criteria including relevant skills, experience, and location, among other factors.</p>
<p>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.</p>
<h2><strong>About Squarespace</strong></h2>
<p>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 range 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 <a href="https://www.squarespace.com/about/careers">https://www.squarespace.com/about/careers</a>.</p>
<h2><strong>Our Commitment</strong></h2>
<p><span style="font-weight: 400;">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.</span></p>
<p>&nbsp;</p>
<p><span style="font-weight: 400;">#LI-Hybrid</span></p><div class="content-conclusion"><p style="text-align: center;"><strong>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.</strong></p>
<p style="text-align: center;">&nbsp;</p>
<p style="text-align: center;"><strong>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.</strong></p>
<p style="text-align: center;">&nbsp;</p>
<p style="text-align: center;"><strong>If you plan to use AI in any capacity during your candidate journey, please review our <span><a href="https://sqsp.link/Sxow3s" target="_blank">Candidate AI Policy</a></span>.</strong></p></div>

Senior Product Manager, Acuity Scheduling, Payments

<p>Squarespace is looking for a Backend Staff Software Engineer to lead the technical direction of our Communications Platform team. The Communications Platform is a critical engine powering customer engagement across Squarespace — providing internal teams with a scalable, reliable, and secure infrastructure for delivering communications via email, push notifications and in-product messaging.</p>
<p>The team owns multiple interconnected production platforms that collectively send over 1.75+ million notifications per day, strategic initiatives including platform modernization, In-Product Placements, and multi-channel communication capabilities.</p>
<p>In this role, you’ll serve as the senior technical voice for the team — driving architecture, shaping roadmap execution, and elevating the engineering quality of a small but high-impact team. This is a hands-on role with real technical depth, paired with broad cross-functional influence.</p>
<p>This is a hybrid role based in our NYC office (3 days per week), reporting to the Engineering Manager of Communications Platform.</p>
<h2><strong>You’ll Get To… </strong></h2>
<ul>
<li>Drive the architecture, design, and implementation of the Communications Platform’s platforms — including Email Delivery, In-Product Notifications and Push Notifications.</li>
<li>Define and own the technical strategy for platform modernization, reliability hardening, and engineering standards across backend services.</li>
<li>Provide hands-on technical leadership and mentorship to a team of backend and frontend engineers, helping them grow in system design, decision-making, and ownership.</li>
<li>Write high-quality Java code and stay close to execution — leading design reviews, code reviews, and architectural decisions that raise the bar across the codebase.</li>
<li>Proactively identify and address systemic risks in performance, reliability, security, and operability before they become incidents.</li>
<li>Serve as a key technical partner on cross-team and company-wide architecture initiatives.</li>
<li>Balance short-term delivery with long-term platform health, communicating tradeoffs clearly to stakeholders and leadership.</li>
</ul>
<h2><strong>Who We’re Looking For </strong></h2>
<ul>
<li>10+ years of backend engineering experience, with significant time building and operating large-scale, customer-facing systems.</li>
<li>Deep expertise in Java and backend service development, including APIs, async processing, messaging systems (ex: Kafka), and data stores (ex: MongoDB, CockroachDB).</li>
<li>Strong experience with distributed systems in production — including reliability, scaling, failure modes, and observability.</li>
<li>A proven track record of technical leadership at the Staff or Senior-plus level, influencing architecture across multiple teams or services.</li>
<li>Experience evolving existing systems — modernizing legacy platforms, simplifying complexity, and strengthening reliability without unnecessary rewrites.</li>
<li>Experience operating within platform engineering contexts, where your customers are internal or external product teams and the quality of your APIs and abstractions directly shapes their velocity.</li>
<li>A strong understanding of multi-channel communication infrastructure (email delivery, push, in-product notifications) is a meaningful plus.</li>
<li>The ability to communicate complex technical concepts clearly to both technical and non-technical partners.</li>
<li>A mindset oriented toward mentorship, collaboration, and inclusive technical leadership.</li>
</ul>
<h2>Technologies You'll Work With</h2>
<ul>
<li>Java, Spring, Kafka, MongoDB, CockroachDB, Kubernetes, GCP.</li>
<li>The team actively uses Claude Code, Cursor and GitHub Copilot to accelerate development and code review.</li>
</ul>
<h2><strong>Benefits &amp; Perks</strong></h2>
<ul>
<li>A choice between medical plans with an option for 100% covered premiums&nbsp;</li>
<li>Fertility and adoption benefits</li>
<li>Access to supplemental insurance plans for additional coverage</li>
<li>Headspace mindfulness app subscription</li>
<li>Global Employee Assistance Program</li>
<li>Retirement benefits with employer match</li>
<li>Flexible paid time off</li>
<li>12 weeks paid parental leave and family care leave</li>
<li>Pretax commuter benefit</li>
<li>Education reimbursement</li>
<li>Employee donation match to community organizations</li>
<li>7 Global Employee Resource Groups (ERGs)</li>
<li>Dog-friendly workplace</li>
<li>Free lunch and snacks</li>
<li>Private rooftop</li>
<li>Hack week twice per year</li>
</ul>
<h3>Cash Compensation Range: $185,500 - $299,000 USD</h3>
<p>The base salary for this position will vary based on job-related criteria including relevant skills, experience, and location, among other factors.</p>
<p>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.</p>
<h2><strong>About Squarespace</strong></h2>
<p>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 range 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 <a href="https://www.squarespace.com/about/careers">https://www.squarespace.com/about/careers</a>.</p>
<h2><strong>Our Commitment&nbsp;</strong></h2>
<p><span style="font-weight: 400;">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.</span></p>
<p><span style="font-weight: 400;">#LI-Hybrid</span></p><div class="content-conclusion"><p style="text-align: center;"><strong>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.</strong></p>
<p style="text-align: center;">&nbsp;</p>
<p style="text-align: center;"><strong>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.</strong></p>
<p style="text-align: center;">&nbsp;</p>
<p style="text-align: center;"><strong>If you plan to use AI in any capacity during your candidate journey, please review our <span><a href="https://sqsp.link/Sxow3s" target="_blank">Candidate AI Policy</a></span>.</strong></p></div>

Staff Software Engineer, Backend (Communications Platform)

<p>Squarespace is seeking a talented Staff Software Engineer to support and evolve the systems at the core 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.</p>
<p>This is a hybrid role working from our NYC office 3 days per week. You will report to the Director of Revenue Systems.</p>
<h2><strong>You'll Get To...</strong></h2>
<ul>
<li>Own system architectural vision and design for critical areas of our business.</li>
<li>Transform high-level system vision into estimated project plans for initiatives central to Squarespace’s strategy.</li>
<li>Serve as technical lead and cross-functional liaison on business-critical projects, making and defending engineering decisions key to the success of the business.</li>
<li>Mentor engineers on the team to deliver ever greater quality with ever growing autonomy.</li>
<li>Drive best practices for engineering excellence and technical leadership, influence design reviews, question assumptions, point out pitfalls and foster shared understanding</li>
<li>Set the engineering quality bar for the team through regular, high-quality code contributions across billing, orders and payments.</li>
</ul>
<h2><strong>Who We're Looking For</strong></h2>
<ul>
<li>10 or more years experience specifying, delivering and maintaining complex distributed backend services.</li>
<li>Significant experience with multiple programming languages (especially Java) and a broad range of tools like Springboot, hibernate, databases, etc.</li>
<li>Demonstrated experience leading system architecture decisions across multiple teams or initiatives</li>
<li>Proven ability to serve as a technical lead on cross-functional projects, aligning engineering and business goals without sacrificing engineering quality</li>
<li>Experience working with billing, orders or payment systems at scale</li>
</ul>
<h2><strong>Benefits &amp; Perks</strong></h2>
<ul>
<li>A choice between medical plans with an option for 100% covered premiums including medical, dental, and vision</li>
<li>Supplemental Life and Disability Insurance plans</li>
<li>Fertility and adoption benefits</li>
<li>Headspace mindfulness app subscription</li>
<li>Global Employee Assistance Program</li>
<li>Retirement benefits with employer match</li>
<li>Flexible paid time off</li>
<li>12 weeks paid parental leave and family care leave</li>
<li>Pretax commuter benefit</li>
<li>Education reimbursement</li>
<li>Employee donation match to community organizations</li>
<li>7 Global Employee Resource Groups (ERGs)</li>
<li>Dog-friendly workplace</li>
<li>Free lunch and snacks</li>
<li>Private rooftop</li>
<li>Hack week twice per year</li>
</ul>
<h3>Cash Compensation Range: $185,500 - $299,000 USD</h3>
<p>The base salary for this position will vary based on job-related criteria including relevant skills, experience, and location, among other factors.</p>
<p>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.</p>
<h2><strong>About Squarespace</strong></h2>
<p>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 range 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 <a href="https://www.squarespace.com/about/careers">https://www.squarespace.com/about/careers</a>.</p>
<h2><strong>Our Commitment</strong></h2>
<p>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.</p>
<p>#LI-Hybrid</p><div class="content-conclusion"><p style="text-align: center;"><strong>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.</strong></p>
<p style="text-align: center;">&nbsp;</p>
<p style="text-align: center;"><strong>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.</strong></p>
<p style="text-align: center;">&nbsp;</p>
<p style="text-align: center;"><strong>If you plan to use AI in any capacity during your candidate journey, please review our <span><a href="https://sqsp.link/Sxow3s" target="_blank">Candidate AI Policy</a></span>.</strong></p></div>

Staff Software Engineer, Revenue Systems

<p>Squarespace Payments is dedicated to simplifying the financial side of commerce, enabling merchants to securely and reliably collect payments from their customers with minimal effort. Our team's mission is to build and maintain systems that allow merchants to focus on what matters most: growing their brand!</p>
<p>As Engineering Manager for the Payments team, you will lead a talented group of engineers in building and scaling the infrastructure that powers Squarespace's payment ecosystem. You will be responsible for driving delivery against key company and department goals, ensuring compliance with evolving regulatory requirements, and providing the technical leadership needed to push critical initiatives forward. Partnering closely with cross-functional stakeholders across Product, Design, and Operations, you will set the technical direction for your team while fostering a culture of ownership, collaboration, and continuous improvement. This is a high-visibility role with direct impact on Squarespace's revenue growth and the experience of merchants around the world.</p>
<p>You will report directly to the Engineering Director for the Financial Solutions Group. This position is a hybrid role&nbsp; located in our New York office.</p>
<h2><strong>You’ll Get To… </strong></h2>
<ul>
<li>Lead the engineering team that builds payments products.</li>
<li>Work with experienced Product Manager and Design to create product strategies that impact hundreds of thousands of businesses and their customers.</li>
<li>Work with world class managers and directors to shape the organization, processes and culture of our commerce platform.</li>
<li>Mentor engineers to develop their skill and expertise in the world of software development and payments products.</li>
</ul>
<h2><strong>Who We’re Looking For </strong></h2>
<ul>
<li>7+ years of experience in the software industry</li>
<li>3+ years of experience launching payments products</li>
<li>Experience developing and launching FinTech products and infrastructures.</li>
<li>Experience coaching engineers with diverse specialties.</li>
<li>Collaborate with various stakeholders to keep products compliant</li>
<li>Experience scaling up teams and organizations</li>
<li>Experience working with Adyen and Stripe platform is a huge plus</li>
</ul>
<h2><strong>Benefits &amp; Perks</strong></h2>
<ul>
<li>A choice between medical plans with an option for 100% covered premiums&nbsp;</li>
<li>Fertility and adoption benefits</li>
<li>Access to supplemental insurance plans for additional coverage</li>
<li>Headspace mindfulness app subscription</li>
<li>Global Employee Assistance Program</li>
<li>Retirement benefits with employer match</li>
<li>Flexible paid time off</li>
<li>12 weeks paid parental leave and family care leave</li>
<li>Pretax commuter benefit</li>
<li>Education reimbursement</li>
<li>Employee donation match to community organizations</li>
<li>7 Global Employee Resource Groups (ERGs)</li>
<li>Dog-friendly workplace</li>
<li>Free lunch and snacks</li>
<li>Private rooftop</li>
<li>Hack week twice per year</li>
</ul>
<h3>Cash Compensation Range: $185,500 - $299,000 USD</h3>
<p>The base salary for this position will vary based on job-related criteria including relevant skills, experience, and location, among other factors.</p>
<p>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.</p>
<h2><strong>About Squarespace</strong></h2>
<p>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 range 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 <a href="https://www.squarespace.com/about/careers">https://www.squarespace.com/about/careers</a>.</p>
<h2><strong>Our Commitment&nbsp;</strong></h2>
<p><span style="font-weight: 400;">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.</span></p>
<p>&nbsp;</p>
<p><span style="font-weight: 400;">#LI-Hybrid</span></p><div class="content-conclusion"><p style="text-align: center;"><strong>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.</strong></p>
<p style="text-align: center;">&nbsp;</p>
<p style="text-align: center;"><strong>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.</strong></p>
<p style="text-align: center;">&nbsp;</p>
<p style="text-align: center;"><strong>If you plan to use AI in any capacity during your candidate journey, please review our <span><a href="https://sqsp.link/Sxow3s" target="_blank">Candidate AI Policy</a></span>.</strong></p></div>

Software Engineering Manager - Payments

<p>Squarespace is looking for a frontend-focused engineer who enjoys owning features end-to-end. While your expertise is building exceptional user experiences, you're comfortable working across the stack to deliver secure, scalable identity solutions.</p>
<p>You will join the Identity &amp; Access Management (IAM) team, where we architect the mission-critical authentication, authorization, and account security frameworks that safeguard millions of users worldwide. We own the systems powering sign-in, sign-up, account recovery, multi-factor authentication, passkeys, OAuth, and identity verification. Our mission is to make security seamless - creating intuitive user experiences while building highly reliable and secure backend systems.</p>
<p>If you are a Frontend Engineer who strives to go beyond what is possible in a web browser, we want to hear from you! You will report to the Engineering Manager in our New York City headquarters.</p>
<h2><strong>You'll Get To...</strong></h2>
<ul>
<li>Work with a wide range of systems, processes, and technologies to own and solve problems across all business units.</li>
<li>Build elegant user experiences that enable Squarespace teams to easily add authentication, authorizations and security features to products and services.</li>
<li>Collaborate with stakeholders across the organization such as product, design, infrastructure, platform, data, security and legal.</li>
<li>Help define frontend architecture, engineering standards, testing strategies, and developer experience.</li>
<li>Integrate frontend applications with OAuth, OIDC, session management, and authorization services.</li>
</ul>
<h2><strong>Who We're Looking For</strong></h2>
<ul>
<li>3+ years of software development experience, with an emphasis on modern frontend technologies (HTML/CSS/TypeScript/React) and building delightful user interfaces.</li>
<li>Extensive experience developing large-scale application software</li>
<li>Are motivated by solving hard problems, and measure your success in terms of impact doing so.</li>
<li>Have experience and interest in contributing to services around OAuth, WebAuthN, IdentityProviders, Identity and Access Management</li>
<li>Familiarity with backend development using Node.js, Java, Go, or similar technologies.</li>
<li>A strong understanding of, and practical experience with, web application development</li>
<li>A sincere commitment to crafting readable and dependable code</li>
<li>BS or MS in Computer Science or related or equivalent industry experience</li>
<li>3+ years of experience</li>
</ul>
<h2><strong>Benefits &amp; Perks</strong></h2>
<ul>
<li>A choice between medical plans with an option for 100% covered premiums including medical, dental, and vision</li>
<li>Supplemental Life and Disability Insurance plans</li>
<li>Fertility and adoption benefits</li>
<li>Headspace mindfulness app subscription</li>
<li>Global Employee Assistance Program</li>
<li>Retirement benefits with employer match</li>
<li>Flexible paid time off</li>
<li>12 weeks paid parental leave and family care leave</li>
<li>Pretax commuter benefit</li>
<li>Education reimbursement</li>
<li>Employee donation match to community organizations</li>
<li>7 Global Employee Resource Groups (ERGs)</li>
<li>Dog-friendly workplace</li>
<li>Free lunch and snacks</li>
<li>Private rooftop</li>
<li>Hack week twice per year</li>
</ul>
<h3>Cash Compensation Range: $110,500 - $178,250 USD</h3>
<p>The base salary for this position will vary based on job-related criteria including relevant skills, experience, and location, among other factors.</p>
<p>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.</p>
<h2><strong>About Squarespace</strong></h2>
<p>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 range 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 <a href="https://www.squarespace.com/about/careers">https://www.squarespace.com/about/careers</a>.</p>
<h2><strong>Our Commitment</strong></h2>
<p>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 workplac</p>
<p>&nbsp;</p>
<p>#LI-Hybrid</p><div class="content-conclusion"><p style="text-align: center;"><strong>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.</strong></p>
<p style="text-align: center;">&nbsp;</p>
<p style="text-align: center;"><strong>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.</strong></p>
<p style="text-align: center;">&nbsp;</p>
<p style="text-align: center;"><strong>If you plan to use AI in any capacity during your candidate journey, please review our <span><a href="https://sqsp.link/Sxow3s" target="_blank">Candidate AI Policy</a></span>.</strong></p></div>

Software Engineer, Frontend

<h1><strong>Senior Manager, Data Science and Machine Learning</strong></h1>
<p>New York, NY</p>
<p>Squarespace is hiring a Senior Manager, Data Science and Machine Learning to lead the team behind our predictive models, causal inference frameworks, and AI evaluation systems.&nbsp; These are the tools that inform how we acquire customers, keep them, and serve them at scale.&nbsp; Reporting to the VP of Data, you’ll lead a team of 12 data scientists and ML engineers doing work that is directly tied to how Squarespace leverages AI and data-driven capabilities. You will work closely with product, engineering, and analytics partners across the organization to introduce new ways to leverage data in our products and decision systems, for customers and internal use. This is an opportunity to step into a critical senior leadership seat and set the direction for how machine learning and data science are practiced at Squarespace.</p>
<p>This is a hybrid role working from our NYC office 3 days per week. You will report to the VP, Data.</p>
<h2><strong>You'll Get To...</strong></h2>
<ul>
<li>Lead and develop a team of 12, including three direct reports who manage their own teams</li>
<li>Set the technical and strategic direction for predictive modeling, causal inference, and AI evaluation across Squarespace's product and business priorities</li>
<li>Apply data science to Squarespace’s biggest growth levers: marketing measurement, sales growth, product optimization, customer support allocation, and risk and credit modeling</li>
<li>Partner with product, engineering, and business leaders to translate complex statistical and ML work into decisions and systems that drive customer acquisition, retention, engagement, and growth across our global products.</li>
<li>Build the systems, processes, and team culture that raise the quality and speed of data science delivery across the organization</li>
<li>Evolve the team's ML infrastructure and tooling as AI capabilities at Squarespace grow</li>
</ul>
<h2><strong>Who We're Looking For</strong></h2>
<ul>
<li>12+ years in data science or machine learning, including experience leading technical teams through complex, high-stakes projects</li>
<li>5+ years managing managers, with demonstrated ability to develop senior individual contributors and team leads simultaneously</li>
<li>Hands-on experience building or overseeing production predictive models, causal inference frameworks, or AI evaluation systems</li>
<li>Skill at aligning product, engineering, and business partners around a shared roadmap and navigating trade-offs clearly, especially in explaining statistical or technical trade-offs to executives without losing the nuance</li>
<li>Experience scaling a data science or ML function, including team structure, hiring, and technical standards</li>
</ul>
<h2><strong>Nice to Have</strong></h2>
<ul>
<li>Experience building or overseeing LLM evaluation harnesses, including golden sets and LLM-as-judge methods</li>
<li>Familiarity with prompt and model lifecycle management in production</li>
<li>Experience designing human-in-the-loop review for AI-driven features</li>
<li>Background in marketing science, experimentation, or credit/risk modeling</li>
</ul>
<h2><strong>Benefits &amp; Perks</strong></h2>
<ul>
<li>A choice between medical plans with an option for 100% covered premiums including medical, dental, and vision</li>
<li>Supplemental Life and Disability Insurance plans</li>
<li>Fertility and adoption benefits</li>
<li>Headspace mindfulness app subscription</li>
<li>Global Employee Assistance Program</li>
<li>Retirement benefits with employer match</li>
<li>Flexible paid time off</li>
<li>12 weeks paid parental leave and family care leave</li>
<li>Pretax commuter benefit</li>
<li>Education reimbursement</li>
<li>Employee donation match to community organizations</li>
<li>7 Global Employee Resource Groups (ERGs)</li>
<li>Dog-friendly workplace</li>
<li>Free lunch and snacks</li>
<li>Private rooftop</li>
<li>Hack week twice per year</li>
</ul>
<h3>Cash Compensation Range: $223,000 - $358,800 USD</h3>
<p>The base salary for this position will vary based on job-related criteria including relevant skills, experience, and location, among other factors.</p>
<p>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.</p>
<h2><strong>About Squarespace</strong></h2>
<p>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 — from Squarespace and Squarespace Payments, to subsidiaries like Tock, Bio Sites, and Unfold, as well as Acuity Scheduling — works together to help customers stand out and succeed online. By fundamentally changing the way individuals and businesses around the world build an online presence, we empower our customers with a competitive advantage in reaching their audience. The company is headquartered in New York City, with offices in Dublin and Aveiro. For more information about our company, visit https://www.squarespace.com/about-us.</p>
<h2>Our Commitment</h2>
<p>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.</p>
<p>#LI-Hybrid</p>
<p>&nbsp;</p><div class="content-conclusion"><p style="text-align: center;"><strong>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.</strong></p>
<p style="text-align: center;">&nbsp;</p>
<p style="text-align: center;"><strong>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.</strong></p>
<p style="text-align: center;">&nbsp;</p>
<p style="text-align: center;"><strong>If you plan to use AI in any capacity during your candidate journey, please review our <span><a href="https://sqsp.link/Sxow3s" target="_blank">Candidate AI Policy</a></span>.</strong></p></div>

Senior Manager, Data Science and Machine Learning

<p>Squarespace is looking for a Director, Corporate Communications to own and lead the company’s internal and external communications functions.</p>
<p>This leader will set the communications strategy and operating priorities, advise executive leadership, shape the company narrative, and build scalable programs that strengthen employee understanding, company reputation, and business outcomes. The role combines strategic leadership with hands-on execution and requires strong judgment, excellent writing, and the ability to influence across the organization.</p>
<p>This is a hybrid role working from our NYC office 3 days per week. You will report to the General Counsel.</p>
<h2><strong>You’ll Get To…&nbsp;</strong></h2>
<ul>
<li>Own the company's communications strategy</li>
<li>Develop and maintain a consistent narrative that works across both consumer and B2B audiences</li>
<li>Serve as the primary communications advisor to the executive team and help prepare leadership for media, speaking, and investor-facing engagements</li>
<li>Build and maintain relationships with reporters, editors, and producers across tech, business, and vertical press</li>
<li>Drive proactive story placement and manage inbound opportunities&nbsp;</li>
<li>Draft press materials including releases, media pitches, briefings, and contributed articles</li>
<li>Develop strategy and execute Communications initiatives in select jurisdictions outside the United States</li>
<li>Manage reactive and crisis communications</li>
<li>Partner closely with Product and Marketing to develop launch plans for new features, products, brand campaigns, and company milestones</li>
<li>Translate technical and product information into clear, newsworthy narratives for diverse audiences</li>
<li>Support leadership communications, including internal announcements and external thought leadership</li>
<li>Plan and execute quarterly company All Hands meetings</li>
<li>Develop an internal communications cadence that keeps employees informed and engaged</li>
<li>Manage company intranet content and presentation</li>
<li>Manage agency relationships and external vendors as needed</li>
<li>Track and report on communications KPIs and coverage metrics</li>
</ul>
<h2><strong>Who We’re Looking For&nbsp;</strong></h2>
<ul>
<li>10+ years of communications experience, with meaningful time in-house at a technology company (agency experience a plus)</li>
<li>Proven ability to own a communications function independently, ideally at a high-growth company</li>
<li>Experience communicating across both consumer and B2B audiences&nbsp;</li>
<li>Strong media relationships in tech, business and consumer press, with a track record of earned coverage</li>
<li>Excellent writer and editor with the ability to make complex technical and business topics clear, compelling, and accessible</li>
<li>Comfortable operating at the strategic level while still being willing to draft a pitch, prep a spokesperson, or update a press kit yourself</li>
<li>Experience supporting executive communications and thought leadership programs</li>
<li>Strong judgment and calm decision-making under pressure, including the ability to make recommendations with incomplete information.</li>
<li>Team player who collaborates naturally across functions without needing a formal mandate</li>
</ul>
<h2><strong>Benefits &amp; Perks</strong></h2>
<ul>
<li>A choice between medical plans with an option for 100% covered premiums including medical, dental, and vision</li>
<li>Supplemental Life and Disability Insurance plans</li>
<li>Fertility and adoption benefits</li>
<li>Headspace mindfulness app subscription</li>
<li>Global Employee Assistance Program</li>
<li>Retirement benefits with employer match</li>
<li>Flexible paid time off</li>
<li>12 weeks paid parental leave and family care leave</li>
<li>Pretax commuter benefit</li>
<li>Education reimbursement</li>
<li>Employee donation match to community organizations</li>
<li>7 Global Employee Resource Groups (ERGs)</li>
<li>Dog-friendly workplace</li>
<li>Free lunch and snacks</li>
<li>Private rooftop</li>
<li>Hack week twice per year</li>
</ul>
<h3><strong>Cash Compensation Range: $203,500 - $327,750 USD</strong></h3>
<p>The base salary for this position will vary based on job-related criteria including relevant skills, experience, and location, among other factors.</p>
<p>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.</p>
<h2><strong>About Squarespace</strong></h2>
<p>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 range 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 <a href="https://www.squarespace.com/about/careers">https://www.squarespace.com/about/careers</a>.&nbsp;</p>
<h2><strong>Our Commitment&nbsp;</strong></h2>
<p>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.</p>
<p>#LI-Hybrid</p><div class="content-conclusion"><p style="text-align: center;"><strong>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.</strong></p>
<p style="text-align: center;">&nbsp;</p>
<p style="text-align: center;"><strong>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.</strong></p>
<p style="text-align: center;">&nbsp;</p>
<p style="text-align: center;"><strong>If you plan to use AI in any capacity during your candidate journey, please review our <span><a href="https://sqsp.link/Sxow3s" target="_blank">Candidate AI Policy</a></span>.</strong></p></div>

Director, Corporate Communications

<p>Squarespace is looking for a GRC Analyst to operate and continuously improve our governance, risk, and compliance programs within the Security organization. Our GRC team maintains audit readiness and supports the compliance frameworks — SOX, SOC 2, PCI DSS, NIST, and more — that protect Squarespace and the millions of customers who depend on us. We are a collaborative, detail-oriented team that moves deliberately and takes ownership of outcomes. You will work closely with Engineering, Legal, Finance, Product, and external auditors. This is an opportunity to modernize how GRC works — building automation, continuous monitoring, and data-driven reporting into programs that directly support revenue and customer trust.</p>
<p>This is a hybrid role working from our NYC office 3 days per week. You will report to the GRC Manager.</p>
<h2><strong>You'll Get To...</strong></h2>
<ul>
<li>Lead and support audits across SOX, SOC, PCI, and NIST — from scoping through reporting — while maintaining audit-ready documentation and tracking findings to closure.</li>
<li>Evaluate control design and operating effectiveness, manage security risk assessments and exception records, and escalate overdue or material risks to the right partners.</li>
<li>Conduct vendor security and privacy reviews, assess third-party control maturity, and track remediation through reassessment and closure.</li>
<li>Respond to customer security questionnaires and partner assessments by coordinating timely, accurate responses across teams.</li>
<li>Support data privacy audits and assessments covering GDPR, CCPA/CPRA, data retention, deletion, access rights, and third-party processing.</li>
<li>Improve GRC operations through automation, integrations, AI-enabled workflows, and continuous compliance monitoring that reduce manual effort and strengthen audit readiness.</li>
</ul>
<h2><strong>Who We're Looking For</strong></h2>
<ul>
<li>3+ years of experience in GRC, IT audit, security compliance, or privacy compliance, with demonstrated ability to manage audit activities end to end.</li>
<li>Proven experience leading or supporting complex compliance programs across frameworks such as SOX, SOC 1/2, PCI, NIST, or ISO — including scoping, control testing, issue management, and reporting.</li>
<li>Experience evaluating IT controls and translating requirements into clear, actionable expectations for both technical and non-technical teams.</li>
<li>Experience supporting vendor risk programs, including security due diligence and review of independent assurance reports.</li>
<li>Working knowledge of SaaS and cloud environments.</li>
<li>Experience using GRC or workflow platforms to maintain accurate records and drive repeatable processes.</li>
</ul>
<h3><strong>Nice to Haves</strong></h3>
<ul>
<li>Experience building or improving GRC automation, continuous control monitoring, or compliance dashboards.</li>
<li>Familiarity with privacy engineering concepts and privacy-by-design practices.</li>
</ul>
<h2><strong>Benefits &amp; Perks</strong></h2>
<ul>
<li>A choice between medical plans with an option for 100% covered premiums&nbsp;</li>
<li>Fertility and adoption benefits</li>
<li>Access to supplemental insurance plans for additional coverage</li>
<li>Headspace mindfulness app subscription</li>
<li>Global Employee Assistance Program</li>
<li>Retirement benefits with employer match</li>
<li>Flexible paid time off</li>
<li>12 weeks paid parental leave and family care leave</li>
<li>Pretax commuter benefit</li>
<li>Education reimbursement</li>
<li>Employee donation match to community organizations</li>
<li>7 Global Employee Resource Groups (ERGs)</li>
<li>Dog-friendly workplace</li>
<li>Free lunch and snacks</li>
<li>Private rooftop</li>
<li>Hack week twice per year</li>
</ul>
<h3>Cash Compensation Range: $108,000 - 125,000 USD</h3>
<p>The base salary for this position will vary based on job-related criteria including relevant skills, experience, and location, among other factors.</p>
<p>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.</p>
<h2><strong>About Squarespace</strong></h2>
<p>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 range 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<a href="https://www.squarespace.com/about/careers"> https://www.squarespace.com/about/careers</a>.</p>
<h2><strong>Our Commitment&nbsp;</strong></h2>
<p>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.</p>
<p>#LI-Hybrid</p><div class="content-conclusion"><p style="text-align: center;"><strong>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.</strong></p>
<p style="text-align: center;">&nbsp;</p>
<p style="text-align: center;"><strong>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.</strong></p>
<p style="text-align: center;">&nbsp;</p>
<p style="text-align: center;"><strong>If you plan to use AI in any capacity during your candidate journey, please review our <span><a href="https://sqsp.link/Sxow3s" target="_blank">Candidate AI Policy</a></span>.</strong></p></div>

GRC Analyst

<p>As Senior Director of FP&amp;A, you will lead a high-performing finance team and serve as a strategic partner to the President and executive leadership team, shaping the company’s financial strategy, operating decisions, and long-term growth trajectory. You will own the P&amp;L across all product lines, driving accountability, visibility, and informed decision-making across the portfolio. At the forefront of finance transformation, you will champion the evolution of FP&amp;A through AI-enabled tools, automation, and scalable processes that modernize how we plan, analyze, and deliver insights.</p>
<p>You will report to the Vice President of Finance &amp; Revenue Operations and be based in our New York City headquarters.&nbsp;</p>
<h4><strong>You’ll Get To…</strong></h4>
<p><strong>Team Leadership &amp; Finance Capability Building</strong></p>
<ul>
<li>Build, lead, and develop a high-performing FP&amp;A team, creating a culture of strategic thinking, operational excellence, accountability, and continuous improvement</li>
<li>Establish scalable FP&amp;A practices, processes, and standards that enable the team to deliver accurate insights and meaningful business partnership</li>
<li>Hire, develop and retain top talent while strengthening the capabilities required to support a growing, evolving business</li>
</ul>
<p><strong>Senior Advisor to the President &amp; Executive Leadership Team</strong></p>
<ul>
<li>Serve as a key strategic advisor to the President, providing financial insights, recommendations, and perspectives that shape business priorities and decisions</li>
<li>Partner with the executive leadership team to evaluate the financial implications of business strategies, resource allocation decisions, investments, and key growth initiatives</li>
<li>Provide actionable recommendations for executive and board level audiences aimed at helping the company achieve financial and operational objectives.&nbsp; Translate complex financial and business data into clear narratives and actionable recommendations for executive and board-level audiences</li>
<li>Lead preparation of executive and board-level financial presentations, including monthly performance reviews and long-range planning updates</li>
<li>Support M&amp;A activity and corporate development opportunities, providing financial analysis and due diligence to inform strategic decision-making.</li>
</ul>
<p><strong>Product P&amp;L Ownership &amp; Business Performance</strong></p>
<ul>
<li>Own end-to-end P&amp;L accountability across all product lines, driving financial performance, visibility and commercial decision-making at the portfolio level</li>
<li>Lead the annual budgeting process and monthly rolling forecast cycle, proactively identifying risks and opportunities across each business unit</li>
<li>Conduct variance analysis, scenario modeling, and profitability analysis to inform pricing, investment, and resource allocation decisions</li>
<li>Establish and lead the accountability framework across the organization by partnering with product and business leaders to drive profitability, optimize investments, and support data driven decisionmaking</li>
</ul>
<p><strong>Finance Transformation &amp; AI</strong></p>
<ul>
<li>Lead the evolution of FP&amp;A through automation, analytics, and AI-enabled tools that improve efficiency, accuracy, and speed of insight generation</li>
<li>Identify opportunities to simplify and scale financial processes while reducing manual reporting and increasing time spent on strategic analysis</li>
<li>Drive consistent, scalable planning and reporting practices across the organization to enable better business decisions</li>
</ul>
<h4><strong>Who We’re Looking For</strong></h4>
<ul>
<li>15+ years of progressive experience in financial planning and analysis, corporate finance,or related strategic finance roles, with experience supporting complex, multi-product businesses. 8+ years of experience leading and developing high-performing finance teams</li>
<li>Proficient at understanding and proactively communicating the financial implications of business decisions and dynamics</li>
<li>Experience preparing and presenting financial analysis, forecasting, and recommendations to executives and senior-level stakeholders that drive business results</li>
<li>Demonstrated experience applying intellectual curiosity to uncover insights and drive differentiated outcomes</li>
<li>Experience developing and driving financial budgeting and forecasting</li>
<li>Exceptional analytical and modeling skills with the ability to synthesize and analyze data to create useful information and concise analysis</li>
<li>Demonstrated experience building scalable finance processes and driving operational improvements through technology, automation, and data-driven solutions</li>
<li>Keen eye for detail while able to present macro trends to the highest levels of management</li>
<li>Exceptional communication, executive presence, and storytelling skills with the ability to influence stakeholders across all levels of the organization</li>
</ul>
<h4><strong>Benefits &amp; Perks</strong></h4>
<ul>
<li>A choice between medical plans with an option for 100% covered premiums including medical, dental, and vision</li>
<li>Supplemental Life and Disability Insurance plans</li>
<li>Fertility and adoption benefits</li>
<li>Headspace mindfulness app subscription</li>
<li>Global Employee Assistance Program</li>
<li>Retirement benefits with employer match</li>
<li>Flexible paid time off</li>
<li>12 weeks paid parental leave and family care leave</li>
<li>Pretax commuter benefit</li>
<li>Education reimbursement</li>
<li>Employee donation match to community organizations</li>
<li>7 Global Employee Resource Groups (ERGs)</li>
<li>Dog-friendly workplace</li>
<li>Free lunch and snacks</li>
<li>Private rooftop</li>
<li>Hack week twice per year</li>
</ul>
<h4><strong>Cash Compensation Range: $272,000 - 320,000</strong></h4>
<p>The base salary for this position will vary based on job-related criteria including relevant skills, experience, and location, among other factors.</p>
<p>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.</p>
<p>&nbsp;</p>
<h4><strong>About Squarespace</strong></h4>
<p>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 range 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 <a href="https://www.squarespace.com/about/careers">https://www.squarespace.com/about/careers</a>.&nbsp;</p>
<h4><strong>Our Commitment&nbsp;</strong></h4>
<p>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.</p><div class="content-conclusion"><p style="text-align: center;"><strong>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.</strong></p>
<p style="text-align: center;">&nbsp;</p>
<p style="text-align: center;"><strong>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.</strong></p>
<p style="text-align: center;">&nbsp;</p>
<p style="text-align: center;"><strong>If you plan to use AI in any capacity during your candidate journey, please review our <span><a href="https://sqsp.link/Sxow3s" target="_blank">Candidate AI Policy</a></span>.</strong></p></div>

Senior Director, FP&A

<p>Squarespace is looking for an analytical, curious thinker to help build out the economics of our growing AI product portfolio. This role sits at the intersection of commercial strategy and emerging technology — supporting the pricing, margin analysis, and packaging work that shapes how Squarespace monetizes AI-powered features for customers and manages AI costs internally.</p>
<p>You will join a centralized Commercial Strategy team that drives revenue growth across the platform by optimizing monetization models and packaging for Squarespace's product suite. The team works across pricing, packaging &amp; promotions, purchase behavior analysis, and feature monetization — aligning price with customer value and unlocking incremental ARPU and retention.</p>
<p>In this role, you will support the team's AI pricing and margin workstreams: building financial models, analyzing usage and cost data, researching the competitive AI landscape, and partnering with Product and Billing to bring pricing decisions to life. You will report to Commercial Lead and work from our NYC office 2–3 days per week.</p>
<h2><strong>What You'll Do…</strong></h2>
<p><strong>Cost &amp; Margin Analysis</strong></p>
<ul>
<li>Analyze AI usage data — including API costs, token consumption, and inference spend — to build a clear picture of margin across customer-facing features and internal tooling.</li>
<li>Build and maintain financial models that translate AI usage into credit equivalents, helping the team track unit economics across model providers and feature surfaces.</li>
<li>Support the development of model routing frameworks by modeling the cost and quality tradeoffs of different routing configurations.</li>
</ul>
<p><strong>Pricing &amp; Packaging Support</strong></p>
<ul>
<li>Support the design and evaluation of customer-facing credit and usage-based pricing models, including tier structures, usage limits, and overage mechanics.</li>
<li>Help translate pricing strategy into concrete SKU and entitlement definitions, working with Product and Billing to ensure commercial intent is correctly implemented.</li>
<li>Assist in structuring promotional offers and launch incentives for new AI features, modeling expected revenue and margin impact.</li>
</ul>
<p><strong>Cross-functional Collaboration</strong></p>
<ul>
<li>Partner with Finance, Data Science, Product, and Billing teams to gather inputs, align on assumptions, and ensure pricing decisions are grounded in accurate usage and cost data.</li>
<li>Prepare clear, well-structured analyses and presentations that communicate findings to stakeholders across the business.</li>
<li>Track and report on the commercial performance of AI features, flagging margin risks and opportunities as they emerge.</li>
</ul>
<p><strong>AI Market Research</strong></p>
<ul>
<li>Monitor the AI model landscape — tracking pricing changes, capability updates, and new providers across frontier labs — and surface relevant implications for Squarespace's strategy.</li>
<li>Research how competitors are packaging and monetizing AI capabilities to inform our own positioning and pricing decisions.</li>
</ul>
<h2><strong>What We're Looking For…</strong></h2>
<ul>
<li>2–4 years of experience in pricing strategy, commercial analytics, product finance, management consulting, or a related analytical role.</li>
<li>Strong quantitative and financial modeling skills — you're comfortable building models from scratch, stress-testing assumptions, and presenting findings clearly.</li>
<li>An interest in AI and a working familiarity with the LLM provider landscape (e.g., OpenAI, Anthropic, Google); you don't need to be a practitioner, but you should be genuinely curious about how these systems work and how they're priced.</li>
<li>Experience working cross-functionally with Product, Engineering, or Finance teams, and an ability to navigate ambiguity with structure and clarity.</li>
<li>Strong written and verbal communication skills; you can take a complex dataset and turn it into a clear, decision-ready summary.</li>
<li>A proactive, self-starter mindset — you're comfortable asking the right questions, defining scope, and driving work forward with limited direction.</li>
</ul>
<h2><strong>Benefits &amp; Perks</strong></h2>
<ul>
<li>A choice between medical plans with an option for 100% covered premiums including medical, dental, and vision</li>
<li>Supplemental Life and Disability Insurance plans</li>
<li>Fertility and adoption benefits</li>
<li>Headspace mindfulness app subscription</li>
<li>Global Employee Assistance Program</li>
<li>Retirement benefits with employer match</li>
<li>Flexible paid time off</li>
<li>12 weeks paid parental leave and family care leave</li>
<li>Pretax commuter benefit</li>
<li>Education reimbursement</li>
<li>Employee donation match to community organizations</li>
<li>7 Global Employee Resource Groups (ERGs)</li>
<li>Dog-friendly workplace</li>
<li>Free lunch and snacks</li>
<li>Private rooftop</li>
<li>Hack week twice per year</li>
</ul>
<h3><strong>US Cash Compensation Range</strong></h3>
<h3>Cash Compensation Range: $125,800 - $170,200 USD</h3>
<p>The base salary for this position will vary based on job-related criteria including relevant skills, experience, and location, among other factors.</p>
<p>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.</p>
<h2><strong>About Squarespace</strong></h2>
<p>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 range 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 <a href="https://www.squarespace.com/about/careers">https://www.squarespace.com/about/careers</a>.&nbsp;</p>
<h2><strong>Our Commitment&nbsp;</strong></h2>
<p>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.</p>
<p>#LI-Hybrid</p>
<h3>&nbsp;</h3><div class="content-conclusion"><p style="text-align: center;"><strong>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.</strong></p>
<p style="text-align: center;">&nbsp;</p>
<p style="text-align: center;"><strong>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.</strong></p>
<p style="text-align: center;">&nbsp;</p>
<p style="text-align: center;"><strong>If you plan to use AI in any capacity during your candidate journey, please review our <span><a href="https://sqsp.link/Sxow3s" target="_blank">Candidate AI Policy</a></span>.</strong></p></div>

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