Senior Product Director, Client Engagement Group

location_on Remote · Posted Oct 15, 2026
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Squarespace Greenhouse Board
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About the Role

At Squarespace, we empower our product teams to solve hard problems in ways that our customers love and strengthen our business. As Senior Director of Product for the Client Engagement Group (CEG), you will lead the product strategy and execution for Squarespace's customer engagement platform: the CRM, email campaigns, automations, and transactional communications that enable our merchants to build lasting customer relationships and grow their businesses on Squarespace.

The Client Engagement Group sits at the center of Squarespace's growth strategy. Our marketing tools are a critical lever in increasing product attach, reducing merchant churn, and building a differentiated position in the service commerce landscape. You will own the vision for transforming our current communications offering into a unified customer engagement hub… one that competes with best-in-class tools while leveraging Squarespace's unique data and ecosystem advantages.

You will report directly to the President of Squarespace and serve as a member of the Product leadership team. You will have the option of working on-site (hybrid) at our NYC headquarters or remotely within the U.S.

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.

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Key Technical Responsibilities

  • check_circle Define and drive the multi-year product vision and strategy for CEG - spanning CRM, email campaigns, automations, transactional communications, and emerging channels including SMS - with a clear line of sight to revenue growth and platform impact
  • check_circle Own the Email Campaigns business line end-to-end: report on revenue performance, develop engagement and GTM strategies, and lead roadmap decisions in close partnership with commercial and marketing stakeholders
  • check_circle Build toward a competitive, full-featured customer engagement platform by prioritizing investments in business CRM, transactional automations, flexible communication channels, and advanced segmentation that meet the sophisticated needs of today's service sellers
  • check_circle Lead, grow, and mentor a team of product managers across multiple product lines, setting a high bar for hypothesis-driven development, roadmap rigor, and customer-centricity
  • check_circle Partner with Engineering and Design functional leads to deliver outcomes across the team; step in to remove blockers and maintain velocity on high-priority initiatives
  • check_circle Collaborate across the Squarespace ecosystem - with Commerce, Growth, Financial Solutions, and GTM - to ensure CEG products are deeply integrated into the broader platform
  • check_circle Champion the use of Squarespace data and AI to create smarter automation flows, personalized outreach, and differentiated customer engagement experiences that competitors cannot easily replicate
  • check_circle Shape the process, craft, and standards for senior product leadership at Squarespace
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Prerequisites & Qualifications

  • check 12+ years of product management experience, with a meaningful portion spent building and scaling customer engagement, CRM, marketing, or communications products
  • check 5+ years leading and developing teams of product managers in complex, multi-product environments
  • check Deep familiarity with the customer engagement and email service provider landscape; informed perspective on what it takes to compete with and differentiate from best-in-class marketing and CRM tools
  • check Demonstrated ability to own a revenue-generating product line with accountability for business outcomes, not just product delivery
  • check Strong strategic instincts paired with a bias for execution; comfortable operating at the intersection of vision-setting and unblocking day-to-day team work
  • check Excellent communicator and cross-functional partner with the credibility to influence senior leadership and align stakeholders across product, engineering, commercial, and marketing functions
  • check Experience applying hypothesis-driven development and experimentation to accelerate product-market fit and grow adoption
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About Squarespace Greenhouse Board

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Squarespace Greenhouse Board refers to the centralized recruitment and talent acquisition infrastructure utilized by Squarespace, a New York City-based technology company specializing in website building and hosting platforms. The board serves as the primary interface for managing the company's global hiring pipeline, candidate tracking, and talent operations, facilitating the recruitment of engineering, product, and design talent to support the company's integrated suite of web publishing tools and e-commerce solutions.

Engineering Culture: Squarespace maintains an engineering-centric culture focused on design-led product development and high-performance web infrastructure. Their recruitment philosophy emphasizes the acquisition of talent capable of balancing aesthetic precision with scalable software architecture. The company prioritizes a collaborative, cross-functional environment where engineers are expected to contribute to the end-to-end user experience, adhering to rigorous standards for code quality, reliability, and intuitive interface design.
Senior Product Director, Client Engagement Group
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