Tyler Baldwin

Chief Revenue Officer at HopSkipDrive

Tyler Baldwin is a seasoned executive with extensive experience in revenue leadership across various industries. Currently serving as Chief Revenue Officer at HopSkipDrive since May 2025, Tyler leads a team focused on providing safe transportation solutions for children. Previously, Tyler held the same title at CharterUP, contributing to its rapid growth as a technology company. As Chief Executive Officer at Reali, Tyler scaled the business from $1 million to $200 million in gross revenue and significantly expanded the workforce. Additional roles at LinkedIn and Pinterest involved building high-performing sales organizations and implementing successful go-to-market strategies. Tyler's career also includes experience at various consulting and management firms, complemented by an MBA from Northwestern University's Kellogg School of Management.

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HopSkipDrive

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HopSkipDrive is a ride service for kids designed to help you take some of the stress out of your family's busy schedule. It was created by three moms who understand the struggle of getting kids around town safely.