Squarespace

Senior Product Director, Client Engagement Group

Squarespace$323K — $435K *
US-AnywhereRemote in United States
Consumer Technology
11 - 15 years of experience
Job Overview by Ladders

Qualifications

  • 12+ years of product management experience, particularly in customer engagement and communications products
  • 5+ years of experience leading product teams in complex environments
  • Expertise in the customer engagement and email service provider landscape
  • Proven track record in owning revenue-generating product lines and driving business outcomes
  • Strong strategic instincts with a focus on execution
  • Excellent communication skills to influence senior leaders and align stakeholders
  • Experience in hypothesis-driven product development and growth strategies

Responsibilities

  • Define and drive the multi-year product vision for CEG, aligning with revenue growth and impact
  • Own the Email Campaigns business line, focusing on revenue performance and engagement strategies
  • Develop a competitive customer engagement platform through strategic prioritization of features
  • Lead and mentor product managers, fostering a rigorous and customer-centric development culture
  • Collaborate with Engineering and Design to ensure timely delivery of high-priority initiatives
  • Integrate CEG products with other Squarespace functions like Commerce and Growth
  • Leverage Squarespace data and AI for advanced customer engagement strategies

Benefits

  • Comprehensive medical plans with options for fully covered premiums
  • Supplemental life and disability insurance
  • Fertility and adoption benefits
  • Mindfulness app subscription to Headspace
  • Global Employee Assistance Program
  • Employer-matched retirement benefits
  • Flexible paid time off
  • Generous parental leave policies
  • Pretax commuter benefits
  • Education reimbursement
  • Company matching for charitable donations
  • Diverse Employee Resource Groups (ERGs)
  • Dog-friendly office environment
  • Complimentary lunch and snacks
  • Access to a private rooftop space
  • Biannual hack weeks
Full Job Description
Sr Director of Product, Client Engagement Group

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.
You'll Get To...
  • 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
  • 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
  • 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
  • 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
  • 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
  • Collaborate across the Squarespace ecosystem - with Commerce, Growth, Financial Solutions, and GTM - to ensure CEG products are deeply integrated into the broader platform
  • 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
  • Shape the process, craft, and standards for senior product leadership at Squarespace
Who We're Looking For
  • 12+ years of product management experience, with a meaningful portion spent building and scaling customer engagement, CRM, marketing, or communications products
  • 5+ years leading and developing teams of product managers in complex, multi-product environments
  • 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
  • Demonstrated ability to own a revenue-generating product line with accountability for business outcomes, not just product delivery
  • Strong strategic instincts paired with a bias for execution; comfortable operating at the intersection of vision-setting and unblocking day-to-day team work
  • Excellent communicator and cross-functional partner with the credibility to influence senior leadership and align stakeholders across product, engineering, commercial, and marketing functions
  • Experience applying hypothesis-driven development and experimentation to accelerate product-market fit and grow adoption
Benefits & Perks
  • A choice between medical plans with an option for 100% covered premiums including medical, dental, and vision
  • Supplemental Life and Disability Insurance plans
  • Fertility and adoption benefits
  • Headspace mindfulness app subscription
  • Global Employee Assistance Program
  • Retirement benefits with employer match
  • Flexible paid time off
  • 12 weeks paid parental leave and family care leave
  • Pretax commuter benefit
  • Education reimbursement
  • Employee donation match to community organizations
  • 7 Global Employee Resource Groups (ERGs)
  • Dog-friendly workplace
  • Free lunch and snacks
  • Private rooftop
  • Hack week twice per year
US Cash Compensation Range
Cash Compensation Range: $323,000 - $435,000 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 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.

About Squarespace

Squarespace is a website building and hosting company headquartered in New York City. The company provides a platform that allows users to create and manage websites, blogs, and online stores. Squarespace was founded in 2003 by Anthony Casalena and has since grown to become one of the leading website building and hosting platforms in the world. The company has over 1,200 employees and serves millions of customers worldwide. Squarespace is known for its user-friendly interface, customizable templates, and powerful e-commerce tools.
Learn more about Squarespace
Size
1,200 employees
Market Cap
$2.9 billion
Industry
Founded
2003
NASDAQ

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