HopSkipDrive

6 open remote positions

HopSkipDrive is a leader in safe, fast, and simple supplemental student transportation, connecting kids to highly-vetted caregivers through a marketplace and solving transportation challenges for schools. The company is a Series D remote-first startup with over 5 million rides completed, listed on Inc. 5000 and Deloitte Fast 500, and has raised $100M to date.

Salary Distribution 3 of 6 jobs

PTO Distribution 5 of 6 jobs

Unlimited PTO 5 jobs (83%)

Benefits Overview 5 of 6 jobs

401(k) (5) Dental (5) Equity (5) FSA (5) Medical (5) Vision (5) Flexible Vacation (3) Life Insurance (3) Flexible vacation (1) Life insurance (1)

Open Positions

$200,000–$250,000/yr
US Unlimited PTO

  • Own the full B2B marketing function including brand, demand generation, field events, product marketing, and sales enablement to drive pipeline and revenue.
  • Build a revenue marketing strategy accountable to pipeline, CAC, and retention, and drive the AI transformation of marketing workflows.
  • Lead a team that builds credibility and educates the market for complex B2B sales cycles serving school districts and government agencies.

$120,000–$145,000/yr
US Unlimited PTO

  • Lead the development and governance of AI and automation solutions across the organization, ensuring security and scalability.
  • Build shared infrastructure and forward-deployed AI tools, partnering with departments to ship production-ready workflows.
  • Manage AI cost efficiency and intake processes, replacing ad-hoc builds with governed, cost-effective systems.