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Our Team


Jordan Ayers

Managing Director, Trailer Services

Jordan Ayers has been Managing Director of Trailer Services at The Longwood Group since November 2019, responsible for strategy development of the company’s Trailer Services platform. Mr. Ayers was the founder of Quest Leasing LLC, a Kansas City, Missouri based leasing company providing leasing
services for highway and intermodal equipment. Prior to founding Quest Leasing, he was President and COO of Milestone Equipment Holdings, LLC. Milestone, a full-service leasing company, specializing in motor carrier and rail
industry related highway and intermodal equipment. Past experience also includes executive and senior management roles at TAL International, XTRA Intermodal, and Transamerica Leasing. He is an active member of IANA (Intermodal Association of North America), a member of the Board of Directors
at National Portable Storage Association (NPSA), and a member of the Intermodal Association of Chicago. He earned his Bachelor of Science in Business degree at Purdue University, West Lafayette, Indiana.

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