Vice President, Marketing

🕒 July 11

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Logo of HopSkipDrive

HopSkipDrive

51 - 200 employees

Founded 2014

📦 Logistics

💼 Consulting

✈️ Travel

💰 $37M Series D on 2022-09

Logistics • Consulting • Travel

HopSkipDrive is a leading provider of innovative and scalable school transportation solutions, partnering with schools, districts, and counties to provide safe, reliable transportation for youth. They specialize in providing alternatives to traditional school bus routes, catering to students' non-routine needs, those in foster care, and students with special transportation requirements. HopSkipDrive also supports personalized and small group transportation solutions, and uses RouteWise AI technology for transportation optimization. Their service is known for being 40% more affordable than traditional underutilized bus routes. They also address challenges such as bus driver shortages and provide a flexible network of CareDrivers, ensuring safety and reliability.

📋 Description

• 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.

🎯 Requirements

• 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. • Experience marketing to institutional or public-sector buyers (school districts, government agencies, nonprofits or similarly complex, multi-stakeholder environments) is a strong plus, as is direct experience owning or building an RFP function. • 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.

🏖️ 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

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