Vice President, Marketing

You've owned B2B marketing before, all of it, not just one function, but your foundation is in product marketing.

You've built positioning that holds up in a competitive market (including against buyers who don't think they have a problem yet).

You've crafted messaging that gives a sales team something real to say.

You've created enablement that changed how deals get closed, not just the collateral library.

You understand that "why us" is the hardest question in marketing to answer well, and you've demonstrably answered it well.

You've also run the full funnel and you understand demand generation.

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.

HopSkipDrive's go-to-market organization is the engine behind our growth. We sell to school districts, government agencies, and nonprofits — buyers who are mission-driven, relationship-dependent, and move on their own timeline. That means our marketing function has to do more than generate leads; it has to build the credibility, educate the market, and create the pipeline that a complex B2B sales cycle demands.

We're at an inflection point. We have strong brand recognition in our space, a maturing product, and an aggressive growth agenda. We are looking for a leader who can build a true revenue marketing function that operates in lockstep with Sales, is accountable to pipeline and revenue outcomes, and scales efficiently as we expand into new markets.

HopSkipDrive is a multi-sided marketplace. School districts, government agencies, and nonprofits are our buyers who organize and fund transportation for the students (and their parents) who use the service; and CareDrivers are caregivers on wheels who come to our platform to earn safe, flexible income.

As VP of Marketing, you will own the entire B2B marketing motion at HopSkipDrive. You will drive the full customer and user journey for our institutional buyers, who manage budgets and contracts, as well as the families and riders whose daily experiences heavily influence those buying decisions. You'll sit on our senior leadership team and report directly to the CEO.