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Media Director



Marketing & Communications
New York, NY, USA
Posted on Tuesday, April 30, 2024

At Squarespace, our platform empowers millions of people — from individuals and local artists to entrepreneurs shaping the world's most iconic businesses — to share their stories and create an impactful, design-forward, and easy-to-manage online presence.

We are looking for an accomplished media leader to continue to grow and guide our in-house media team to drive business impact, accelerate global expansion, and establish a shared services practice across Squarespace’s suite of products.

As the Director of Media, you will lead a team of seasoned, strategic media experts to develop and execute both Brand and Direct Response campaigns across markets, translating strategic priorities and opportunity briefs into media strategy recommendations, then optimizing while in flight to drive impact. You’ll work with key media partners to maximize the value of our investment and relationships, while ensuring that Squarespace continues to be on the cutting edge of media innovation and consumer usage trends.

The ideal candidate knows the advertising ecosystem deeply, is a passionate and experienced developer of high-performing talent, and is laser-focused on business outcomes, both long and short term. They are intellectually curious and can define “what’s next” using data, consumer insights, and company priorities.

This role is based in NYC (hybrid) and will report to our NYC-based VP of Media.


  • Lead media plan development and execution across all digital efforts, including Instream (video and audio), Outstream (display and video), Paid Social, Search and Affiliate
  • Ensure media plans are customized to Business Units’ differing needs as the Media organization evolves into a shared services function
  • Partner with Brand Investment and Direct Response center-of-excellence teams to translate goals, priorities, and media briefs into mix and channel strategies
  • Continually optimize within and across channels and markets to maximize media impact on near-term subscription and revenue return (Direct Response) and market-level brand goals (Brand); work with internal analytics teams to test and analyze key elements
  • Strengthen relationships with key and emerging advertising partners and platforms to ensure Squarespace has access to best-in-class media capabilities; stay informed of industry trends, technological advancements and evolving consumer behaviors and proactively integrate these in a test-and-learn fashion
  • Support Squarespace’s international expansion goals by aligning media initiatives with market priorities, informing localized creative briefings, and establishing an effective flow of information between Digital Media and Go-to-Market teams
  • Partner with our Marketing Analytics and Marketing Technology teams to define requirements, assess opportunities and prioritize initiatives
  • Oversee and improve processes across a high-performing in-house team, including developing and refining a point of view on in-house vs. agency use cases as we expand our efforts into more global markets and provide support for additional Squarespace products
  • Define and socialize our team’s offering internally to improve cross-functional alignment and support a shared services approach


  • 12+ years of experience developing and leading media strategies with proven impact on Brand and business outcomes; experience with SaaS or subscription brands preferred; experience with global programs preferred
  • Comfort and experience planning and optimizing media channel investment and strategy in response to briefs spanning different funnel objectives (Brand, DR, etc), customer targets, and business contexts
  • Demonstrated success using data to inform plans and optimize in-flight; fluency with both brand and DR measurement metrics and analytical approaches; familiarity with key marketing technology offerings and requirements
  • A collaborative approach, with experience influencing cross-functional teams in a complex organization and a track record of building productive relationships with a broad range of internal partners
  • Flexibility and comfort with ambiguity; able to define priorities and identify trade-offs when faced with overlapping needs
  • Skilled presenter and communicator, ready to deliver insights and recommendations to a wide variety of audiences, including executive leadership.
  • Proven success leading and developing a high performing team; ideally, experience across both in-house and agency (or in-house agency) support models
  • Listening, empathy and mentorship skills are a must; a considerate and thoughtful partner who prioritizes team success and creates a culture of creativity, collaboration and innovation

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
  • Retirement benefits with employer match
  • Flexible paid time off
  • Up to 20 weeks of paid family leave
  • Equity plan for all employees
  • 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

Cash Compensation Range: $203,500 - $327,750 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), all Squarespace employees are eligible to receive equity in the company as part of their total compensation.

About Squarespace

Squarespace (NYSE: SQSP) 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, creating and managing social media presence with Bio Sites and Unfold, and hospitality business management via Tock. Our team of more than 1,700 is headquartered in bustling New York City, with offices in Chicago, Dublin, Ireland, Aveiro, Portugal, and coworking spaces in the UK, Netherlands, and Australia. For more information about our company culture, visit 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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