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September 17, 2025 48 mins

Reinventing Classic Car Sales: How Auto Smart’s Community-Driven Approach Sets the Standard


Does this sound familiar? You’ve been told that building a successful classic car dealership is all about stocking the rarest rides and throwing money at flashy ads, hoping that’ll get people in the door. But you’re left feeling like just another business in the crowd, not really connecting with anyone—and those cars are sitting longer than you’d like. If you’re tired of feeling stuck and want to create a dealership that’s truly customer-focused and community-driven, you’re definitely not alone. Let’s dig into what actually works for building real connections (and real sales) in the classic car world.


My special guest is Brian Caldwell


Brian Caldwell is the owner of Auto Smart, a classic car dealership located in Freeport, IL. With more than three decades of experience in the automotive industry, Brian began his career managing franchise dealerships before founding his own independent business. He specializes in classic, sports, and unique vehicles, with a strong focus on customer service and transparent sales processes. Over the years, Brian has established Auto Smart as a trusted destination for both classic car buyers and sellers, emphasizing a community-oriented approach and a welcoming showroom environment. His extensive industry knowledge and commitment to building lasting client relationships have made him a respected figure in the classic car community.


Don’t let that history leave with you—share it with your kids, your grandkids, and keep the knowledge and the history alive – Brian Caldwell


In this episode, you will be able to:


  • Discover how starting a classic car dealership can open doors to a thriving business that connects deeply with car enthusiasts.
  • Unlock the benefits of community involvement to boost customer loyalty and create a buzz around your dealership.
  • Master expert tips for detailing classic cars that keep your inventory shining and impress potential buyers every time.
  • Navigate the classic car consignment process smoothly to expand your offerings without the hassle of upfront inventory.
  • Learn how transitioning from a franchise to an independent dealership can give you the freedom to build a unique brand and stronger customer relationships.


Mastering classic car detailing is essential in preserving vehicle value and enhancing buyer appeal. Using high-quality materials and advanced techniques helps protect delicate finishes and create standout presentations. Continual learning and staying updated on the latest products improve results and reinforce a professional reputation in the classic car market.


Brian Caldwell -- AutoSmart -- http://autosmartnetwork.com/ Office Phone: 630.554.2285


I Got A Guy Podcast is a registered trademark of Michael Drelicharz

 

Host -- Precise Fleet Tracking Solutions, www.precisefleettracking.com, Office Phone 847.865.6008

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