SendaRide Team

Jessica Hylander

Chief Executive Officer

With over 15 years of experience in transportation and healthcare, Jessica Hylander is a highly accomplished executive with a remarkable track record in strategic leadership, team building, and operational excellence.


AnnaLaura Rehwinkel

Chief Compliance Officer

With nearly a decade of experience in the healthcare regulatory and compliance field, AnnaLaura brings valuable expertise to our team. She has held key roles in various healthcare sectors, including privacy positions at a large research hospital in Seattle and a regional health plan in NYC, as well as compliance and regulatory roles in the NEMT division of a large transportation company.


Christina Bock

SVP of Product Development

Christina has 17 years of experience in transportation and healthcare specifically in the technologies that enable the highest levels of service and care to our clients and members. A seasoned executive, Christina oversees the Product Development team and provides strategic direction to SendaRide’s portfolio of solutions.



Alfred Andrade

Vice President, Operations

Alfred brings over a decade of experience in operations, logistics and Non-emergency Medical Transportation (NEMT), working in nearly all areas of operations. He has worked in multiple organizations, ranging from small to mid-size to global companies and has led national teams within the NEMT industry.



Josh Wilsie

Vice President, Technology

Josh Wilsie has over 15 years of experience in the telecommunications and information technology space, solving complex problems and designing solutions to effectively answer business challenges.


Kehinde Sowemimo

Director, Transportation Provider Operations

Kenny Sowemimo has almost 10 years of operations management and leadership experience in the logistics and Non-Emergency Medical Transportation (NEMT) industry. Well versed in problem solving, critical thinking and team building.