Squarespace is looking for a Strategic Pricing Lead to research, design, and evaluate initiatives that drive profitable growth across our portfolio of products and businesses. This role is a unique opportunity to shape our pricing strategies and act as a strategic advisor to the business, guiding key decisions that impact revenue and customer experience.

In this role, you will lead or support workstreams on projects related to Squarespace’s pricing strategy, collaborating with product teams and business units on monetization efforts. You will join a centralized Commercial Strategy team and work closely with cross-functional teams to align pricing decisions with broader business objectives.

You will report to the Director of Commercial Strategy and work from our NYC office 2-3 days per week.

What You’ll Do...

Strategic Advisory

• Partner with Product, Marketing, and Finance teams to shape strategic pricing initiatives that maximize growth and profitability.
• Serve as a trusted advisor, providing actionable insights and thought leadership on monetization strategies.
• Influence senior stakeholders by delivering clear, data-driven recommendations that align with the company’s long-term goals.

Market and Customer Insights

• Conduct deep dives into pricing data, customer segments, and user behaviors to uncover strategic opportunities and understand what customers value most.
• Leverage competitor analysis and market trends to inform dynamic and forward-looking pricing strategies.

Price Testing and Optimization

• Lead the design, implementation, and evaluation of pricing experiments in collaboration with product teams.
• Use test results to refine and optimize pricing strategies, ensuring they align with market positioning and customer expectations.

Scenario Modeling and Forecasting

• Develop pricing models with Financial Planning & Analysis, incorporating variables like product features, customer lifetime value, and competitive dynamics.
• Simulate pricing scenarios to assess potential impacts on revenue, margin, and customer acquisition.

Performance Monitoring and Reporting

• Create and maintain dashboards that track key pricing metrics, trends, and outcomes.
• Regularly present insights and strategic recommendations to stakeholders across the organization, including executive leadership.

What We’re Looking For

• 6-10 years of experience in strategic or analytical roles, with a focus on pricing, monetization, or commercial strategy.
• Strong analytical skills with proficiency in SQL and business modeling.
• Demonstrated success driving pricing and monetization strategies for consumer SaaS subscription products.
• Ability to synthesize competitor and market research into actionable strategies.
• Experience presenting strategic recommendations to executive-level audiences.
• A creative mindset with a strong curiosity about customer behaviors and value perception.
• Exceptional communication skills, with the ability to distill complex data into clear and compelling narratives

Benefits & Perks

• A choice between medical plans with an option for 100% covered premiums 
• Fertility and adoption benefits
• Access to supplemental insurance plans for additional coverage
• Headspace mindfulness app subscription
• Global Employee Assistance Program
• Retirement benefits with employer match
• Flexible paid time off
• 20 weeks for parental leave and up to 12 weeks to care for an ill family member
• Pretax commuter benefit
• Education reimbursement
• Employee donation match to community organizations
• 6 Global Employee Resource Groups (ERGs)
• Dog-friendly workplace
• Free lunch and snacks
• Private rooftop
• Hack week twice per year

Cash Compensation Range: $126,500 - $194,700 USD

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 on-target commissions or overtime pay), Squarespace employees are eligible to receive an incentive award as part of their total compensation.

About Squarespace

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 1,500 is headquartered in bustling New York City, with offices in Dublin, Ireland, Aveiro, Portugal, and coworking spaces in the UK, Netherlands, and Australia. For more information about our company culture, visit https://www.squarespace.com/about/careers.

Our Commitment

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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