Director of Marketing, B2B

Squarespace is looking for a highly strategic and entrepreneurial Director of B2B Marketing to define and 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, and 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, and strengthens our brand presence across key verticals. With ownership across media spend, demand generation, account-based programs, and sales partnership, this role is a chance to architect and scale a marketing function from the ground up.

Reporting to the SVP of Commercial, you will work cross-functionally with Sales, Product Marketing, and Rev Ops. You'll also have the opportunity to build and lead your own team, shaping the future of B2B marketing s role will work hybrid from our NYC Headquarters.

You'll Get To...

Define & Own the B2B GTM Strategy

* Develop and own a unified marketing strategy for acquiring and growing larger SMB merchants, deeply aligned with Sales and Customer Success.

* Translate growth objectives into a roadmap of integrated campaigns across paid media, brand, content, ABM, lifecycle marketing, and outbound sales support.

* Work to refine the Ideal Customer Profile to ensure long-term retention. Build verticalized playbooks, narratives, and ICP definitions that resonate with merchants across industries.

* Develop a position on the market, defining messaging architecture and key value propositions. Build a long-term brand that is focused on providing value and avoids transactional interactions

Build & Scale a Demand Generation Engine

* Stand up a new Demand Generation team with expertise in media, inbound lead generation, outbound, and full-funnel execution. Have a deep analytical understanding of demand gen channels and understand capital allocation to double down on winners and starve losers all while preserving the ability to test.

* Drive high-impact paid media programs while balancing cost efficiency and 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, and conversational outreach) to increase efficiency and impact.

Drive Sales Alignment & Enablement

* Collaborate with Sales Enablement to ensure campaigns directly translate to opportunities and closed revenue.

* Equip outbound sales teams with campaigns, messaging, and content tailored to merchant pain points and buying journeys.

* Partner with Rev Ops to optimize lead routing, scoring, and funnel conversion.

Refine the Infrastructure for Scale

* Refine the marketing tech stack to support advanced targeting, personalization, attribution, and reporting (e.g., Hub Spot, 6sense, Marketo, Clearbit, Gong, Drift).

* Integrate AI and predictive analytics into campaign targeting, pipeline forecasting, and marketing mix optimization.

* Establish measurement frameworks for CAC, pipeline contribution, and ROI at the campaign and segment level.

* Create dashboards and reporting systems shared across Sales and Marketing leadership, ensuring a real-time, data-driven operating rhythm.

* Instill a culture of test-and-learn experimentation across channels, leveraging data and automation to continuously optimize.

Who We're 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 and execute large-scale GTM strategies across media, ABM, demand gen, and outbound.

* Proven track record building and scaling high-performing marketing teams.

* Deep expertise in modern B2B marketing channels and tactics-from performance media and demand gen to outbound orchestration and ABM.

* Strong understanding of merchant buyer journeys and experience engaging SMBs with higher ACVs.

* Hands-on with data and tooling: comfortable evaluating, implementing, and refining modern martech and AI platforms; able to connect strategy with technical execution.

* Data-driven operator with experience forecasting pipeline, aligning attribution, and reporting on ROI.

* Strong cross-functional leader who thrives in partnership with Sales, Rev Ops, Product Marketing, FP&A, Product and 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 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

* 12 weeks paid parental…