[Remote] VP, Marketing

Note: The job is a remote job and is open to candidates in USA. HopSkipDrive is seeking a VP of Marketing to own its full B2B marketing function and build a revenue marketing organization aligned with Sales. The role leads marketing strategy and execution across institutional buyers, families, and riders, with accountability for pipeline, revenue, retention, and efficient growth.

Responsibilities

• Own the full B2B marketing function: brand, demand generation, field and events marketing, RFPs, customer advocacy, product marketing, sales enablement, lifecycle and growth marketing
• Lead product marketing as a core competency: market intelligence, client engagement and advocacy, competitive positioning, go-to-market launches, pricing and packaging strategy, and sales enablement that actually changes how a sales team sells. We use the Challenger methodology, and need someone familiar with how to sell, market, engage and communicate within that framework
• Build and execute a revenue marketing strategy where every investment connects to pipeline, revenue, and retention outcomes, not traffic, impressions, or MQL volume
• Drive the RFP function in partnership with Sales. This is a meaningful part of how we win new business in the public sector, and it needs to be treated as a strategic capability, not a reactive one
• Own the entire demand gen engine, which is not only our digital channels but also includes events as one of our most important marketing channels
• Oversee brand strategy and compliance across all external touchpoints, including earned media, events, digital, and content; serve as the steward of HopSkipDrive's voice and positioning
• Partner tightly with Sales and Customer Success on ICP, pipeline targets, lead quality standards, and expansion signals; hold Marketing accountable to the same revenue goals Sales is held to
• Build a lifecycle and growth marketing engine that reduces churn, drives expansion, and improves net revenue retention
• Oversee the marketing tech stack, attribution, lead scoring, and the data infrastructure that makes revenue marketing possible
• Drive the AI transformation of the marketing team’s capabilities, incorporating AI into every facet of the operating model. The expectation isn't that we grow our way to output; it's that we build AI into how the team works so we can scale impact without scaling headcount proportionally
• Own the marketing budget and be rigorous about ROI, CAC, ROAS, and marketing-sourced revenue as the metrics that matter

Skills

• 10+ years of B2B marketing experience, with at least 3 years owning the full marketing function at a company with a complex sales cycle
• Deep product marketing background: you've built and owned positioning, messaging, competitive strategy, pricing and packaging, go-to-market launches, and sales enablement that demonstrably changed how a sales team sells
• Demonstrated accountability to pipeline and revenue metrics. You've held targets, not just reported against them, and you measure your work in marketing-sourced revenue, CAC, and time to revenue, not impressions or MQLs
• Experience building or scaling a revenue marketing function, including marketing operations, attribution, and the data infrastructure to connect marketing investment to outcomes
• A genuine track record of using AI to redesign workflows, drive team efficiency and productivity, and the ability to lead others through that shift
• Strong executive communication skills; comfortable presenting to a board and investors, influencing at the C-suite level, and representing HopSkipDrive externally
• Experience in a growth-stage, VC-backed company where resources are finite and speed matters
• Experience marketing to institutional or public-sector buyers (school districts, government agencies, nonprofits or similarly complex, multi-stakeholder environments)
• Direct experience owning or building an RFP function

Benefits

• Every full-time employee has equity.
• Flexible vacation
• Medical, dental, vision and life insurance
• 401(k)
• FSA
• Opportunity to work for a uniquely positioned, mission-driven VC-backed company in a hugely attractive space with significant upside potential
• Bonus
• Primarily remote position; fully remote in one of the listed states

Company Overview