Squarespace is looking for a highly strategic & entrepreneurial Director of B2B Marketing to define & lead our go-to-market engine for the upmarket SMB segment. This is a senior leadership role for a marketing executive who understands how to reach, engage, & convert larger SMB merchants at scale using modern B2B marketing tactics.

You will be responsible for building a world-class demand engine that drives qualified pipeline, fuels outbound sales motions, & strengthens our brand presence across key verticals. With ownership across media spend, demand generation, account-based programs, & sales partnership, this role is a chance to architect & scale a marketing function from the ground up.

Reporting to the SVP of Commercial, you will work cross-functionally with Sales, Product Marketing, & RevOps. Youll also have the opportunity to build & lead your own team, shaping the future of B2B marketing at Squarespace. This role will work hybrid from our NYC Headquarters. 

Youll Get To...

Define & Own the B2B GTM Strategy

• Develop & own a unified marketing strategy for acquiring & growing larger SMB merchants, deeply aligned with Sales & Customer Success.
• Translate growth objectives into a roadmap of integrated campaigns across paid media, brand, content, ABM, lifecycle marketing, & outbound sales support.
• Work to refine the Ideal Customer Profile to ensure long-term retention. Build verticalized playbooks, narratives, & ICP definitions that resonate with merchants across industries.
• Develop a position on the market, defining messaging architecture & key value propositions. Build a long-term brand that is focused on providing value & avoids transactional interactions 

Build & Scale a Demand Generation Engine

• Stand up a new Demand Generation team with expertise in media, inbound lead generation, outbound, & full-funnel execution. Have a deep analytical understanding of demand gen channels & understand capital allocation to double down on winners & starve losers all while preserving the ability to test.
• Drive high-impact paid media programs while balancing cost efficiency & scale, with a particular focus on generating marketing qualified leads that convert to closed sales.
• Partner with Sales leadership to orchestrate joint demand plays that accelerate outbound pipeline creation.
• Leverage AI-powered tools (e.g., for lead scoring, personalization, content optimization, & conversational outreach) to increase efficiency & impact.

Drive Sales Alignment & Enablement

• Collaborate with Sales Enablement to ensure campaigns directly translate to opportunities & closed revenue.
• Equip outbound sales teams with campaigns, messaging, & content tailored to merchant pain points & buying journeys.
• Partner with RevOps to optimize lead routing, scoring, & funnel conversion.

Refine the Infrastructure for Scale

• Refine the marketing tech stack to support advanced targeting, personalization, attribution, & reporting (e.g., HubSpot, 6sense, Marketo, Clearbit, Gong, Drift).
• Integrate AI & predictive analytics into campaign targeting, pipeline forecasting, & marketing mix optimization.
• Establish measurement frameworks for CAC, pipeline contribution, & ROI at the campaign & segment level.
• Create dashboards & reporting systems shared across Sales & Marketing leadership, ensuring a real-time, data-driven operating rhythm.
• Instill a culture of test-and-learn experimentation across channels, leveraging data & automation to continuously optimize.

Who Were Looking For

• 12-15+ years of experience in B2B marketing, demand generation, or revenue marketing, ideally in high-growth SaaS, commerce tech, or PLG environments.
• 5+ years in senior leadership, with a proven ability to design & execute large-scale GTM strategies across media, ABM, demand gen, & outbound.
• Proven track record building & scaling high-performing marketing teams.
• Deep expertise in modern B2B marketing channels & tacticsfrom performance media & demand gen to outbound orchestration & ABM.
• Strong understanding of merchant buyer journeys & experience engaging SMBs with higher ACVs.
• Hands-on with data & tooling: comfortable evaluating, implementing, & refining modern martech & AI platforms; able to connect strategy with technical execution.
• Data-driven operator with experience forecasting pipeline, aligning attribution, & reporting on ROI.
• Strong cross-functional leader who thrives in partnership with Sales, RevOps, Product Marketing, FP&A, Product & Analytics.
• Bonus: Experience marketing to service providers, agencies, or commerce-driven SMB ecosystems.

Benefits & Perks

• A choice between medical plans with an option for 100% covered premiums 
• Fertility & 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 & up to 12 weeks to care for an ill family member
• Pretax commuter benefit
• Education reimbursement
• Employee donation match to community organizations
• 8 Global Employee Resource Groups (ERGs)
• Dog-friendly workplace
• Free lunch & snacks
• Private rooftop
• Hack week twice per year

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, & 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 be granted an option to purchase our common stock.

About Squarespace

Squarespace is a design-driven platform helping entrepreneurs build brands & businesses online. We empower millions of customers in more than 200 countries & territories with all the tools they need to create an online presence, build an audience, monetize, & scale their business. Our suite of products range from websites, domains, ecommerce, & marketing tools, as well as tools for scheduling with Acuity & creating & managing social media presence with Bio Sites & Unfold. Our team of more than 1,500 is headquartered in bustling New York City, with offices in Dublin, Ireland, Aveiro, Portugal, & coworking spaces in the UK, Netherlands, & 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 & experiences with the world. Not only do we embrace & celebrate the diversity of our customer base, but we also strive for 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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