Our Team

From Left to Right: Joshua Preston, Trae Dudley, Cheryl Dudley & Tim Dudley


Tim Dudley, an Associate Broker and certified auctioneer at Dudley Auctions. Some of the properties that Mr. Dudley has sold include office buildings, manufacturing facilities, shopping centers, single and multi-family properties, resort properties, timberland and agricultural tracts, and more. He has worked with many regional and national banks and corporate clients and has conducted transactions in more than 20 states. Mr. Dudley has also provided expert witness testimony in several jurisdictions of the U.S. Bankruptcy Court.

Mr. Dudley is a former director and past president of the Virginia Auctioneers Association (VAA) and is also a Virginia State Champion Auctioneer and in the VAA Hall of Fame (2014). He is a graduate of the Certified Auctioneers Institute (CAI) and holds the Accredited Auctioneer of Real Estate (AARE) designation. Prior to joining KW Commercial, Mr. Dudley was Vice President and Principal Broker at Motleys Asset Disposition Group, a principal in the Tim Dudley auction firms of Fox & Associates and the Dudley Auction Group.

Mr. Dudley has received a SVN Partners Circle Award from 2013-2018. This award is given to the top 30 producing Advisors in the SVN National Network. Mr. Dudley is also a founding member of SVN Auction Services. Mr. Dudley has been awarded a 2015 CoStar Power Broker award for being a top broker in the Richmond market.


Cheryl is the CFO & Closing Coordinator for Dudley Auctions. She has over 20 years of experience in real estate. Cheryl has her undergrad in Business from Averett University and her MBA from Liberty University. Cheryl works closely with Dudley Resources team of professionals handling marketing, accounting, human resources, and business development. Cheryl is a member of NARPM, National Association of Residential Property Management as well as IREM, Institute of Real Estate Management. She was former General Manager of Fox & Associates, a large real estate auction firm in Virginia Beach, VA. Priorto working in Real Estate, Cheryl worked as an Environmental Chemist. She served as Head Chemist in heavy metals analysis with Central Virginia Laboratories and Consultants and Assistant Chemist with the City of Lynchburg Utilities. Cheryl lives in the West End of Richmond with her husband of 40 years, Tim. She has four children, three sons-in-law, three grandchildren, three dogs, and seven granddogs. In her spare time, she enjoys travel, reading, and relaxing on the porch with a great wine.


Timothy (Trae) Dudley is Field Service Director for Dudley Auctions. He is responsible for handling property inspections, taking property photos for marketing and condition reporting, installing signage, lockboxes, and showing properties to prospective renters or buyers. Trae is an Auctioneer as well as an experienced Ringman, working the crowd at auctions, assisting buyers at auctions, helping the auctioneer to catch bids, and keeping the auction running smoothly. Trae is a graduate of Mendenhall School of Auctioneering and completed Moseley Real Estate School for his Real Estate License. Trae is an experienced photographer having served as media specialist at Fishburne Military School. 


Joshua Preston is the Marketing Director for Dudley Auctions. Joshua has over 15 years of experience in social media. Joshua is responsible for website development and management, social media branding and media communications. He manages Dudley Resource business entities, KW/Dudley Resources, Dudley Auctions as well as VIP Rentals and maintains a presence over a variety of media channels and social media including Business websites, Facebook, Instagram, Linked In, Twitter, Google, our All Things Real Estate Podcast. He is the communication specialist for VIP Rentals handling client and tenant concerns and questions. He has an extensive background in sales including winning multiple sales awards for his work as a sales consultant with Verizon Wireless. Joshua has a Business Management Degree from Virginia Commonwealth University. He is married with 3 children, one pending. He serves as minister to Losing my Religion Ministry. 

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