HopSkipDrive Welcomes David Katcher as COO and Tyler Baldwin as CRO

May 05, 2025 at 10:00 AM EDT

Transportation and marketplace leaders David Katcher and Tyler Baldwin join HopSkipDrive to accelerate nationwide growth and operational scale

HopSkipDrive, a technology company solving complex transportation challenges where there is a heightened need for safety, access, and care, today announced the appointments of David Katcher as Chief Operating Officer and Tyler Baldwin as Chief Revenue Officer.

Katcher and Baldwin bring extensive leadership experience across transportation, care, and marketplace companies. Their appointments reflect HopSkipDrive’s continued investment in scaling its operations and expanding its national footprint to ensure all students have access to safe, reliable transportation.

David Katcher joins HopSkipDrive after serving as COO at Rula, where he led a broad portfolio of go-to-market and operational teams. Under his leadership, Rula expanded from 11 markets to national coverage and launched several new service offerings. He previously held executive roles at Lyft and AvantStay, overseeing global operations and field teams of 600+ employees.

“I’m energized by HopSkipDrive’s mission to create mobility for all, and I’m excited to build the systems and services that allow us to scale with quality,” said Katcher. “Transportation is a gateway to opportunity, and we are here to make sure that access is never out of reach.”

Tyler Baldwin joins from CharterUP, where he served as CRO and led the revenue organization through a period of rapid growth, increasing gross bookings from $120M to over $200M. He has also served in executive roles at Reali and LinkedIn, building high-performing teams and launching scalable go-to-market strategies.

“I’m thrilled to help drive the next phase of growth for HopSkipDrive,” said Baldwin. “This is a company with demonstrated product-market fit, an inspiring mission, and a platform that truly makes a difference in communities. There's a massive opportunity to support more school districts across the country, and we’re just getting started.”

“David and Tyler are incredible leaders with a deep commitment to impact, and their expertise will be instrumental as we continue to grow and expand our footprint,” said Joanna McFarland, Co-Founder and CEO of HopSkipDrive. “Their appointments reinforce our focus on quality, safety, and service at scale as we partner with more districts and solve the complex challenges of student transportation.”

HopSkipDrive’s announcement follows a string of recent milestones, including new district partnerships, the launch of the new RouteWise AI™ planning platform to help schools optimize their transportation networks, and the announcement of new safety products, features, and initiatives.

About HopSkipDrive

HopSkipDrive is a technology company that solves complex transportation challenges where there is a heightened need for safety, access, and care. HopSkipDrive is modernizing the $30 billion school transportation industry through two core solutions: a care-centered transportation marketplace and industry-leading routing software, RouteWise AI™. HopSkipDrive’s marketplace supplements school buses and existing transportation options by connecting kids to highly vetted caregivers on wheels, such as grandparents, babysitters, and nurses in local communities. RouteWise AI helps schools and districts address critical challenges, including budget cuts, bus driver shortages, and reaching climate goals. HopSkipDrive has supported over 10,000 schools across 17 states, with over 600 school district partners. More than five million rides over 95 million miles have been completed through HopSkipDrive since the company was founded in 2014 by three working mothers.