Squarespace is recruiting a Senior Lead, AI Pricing & Margin Strategy to join the team in New York. It is a full-time position. Pay for this role is set at $125,800 to $170,200 a year, according to the posting.
The description below comes from Squarespace's own job posting.
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.
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 & promotions, purchase behavior analysis, and feature monetization - aligning price with customer value and unlocking incremental ARPU and retention.
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 to 3 days per week.
The base salary for this position will vary based on job-related criteria including relevant skills, experience, and location, among other factors.
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.
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 https://www.squarespace.com/about/careers.
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.
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Squarespace advertises $125,800 to $170,200 a year for this role.
No, it is an on-site job in New York.
The posting mentions at least 5 years of relevant experience and skills such as SQL, Financial Modeling and Social Media. Read the full description above for the complete list.
Use the apply button on this page. It takes you to Squarespace's own application form, so your CV goes directly to their hiring team.
Squarespace published the role on September 22, 2026. We check the employer's job board every day and take this page down when the role closes, so if you can read it, the job was still listed at our last check.
Source: Squarespace careers page (www.squarespace.com). Applications go straight to the employer. We check the listing daily and remove it once it closes.
Squarespace publishes its open roles on its own careers board. This page collects the Squarespace jobs that are live right now. Each listing links to Squarespace's application form, and we remove a listing once the employer closes it.
Industry: Technology
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