Sales of wristwatches will continue to form part of Woolley & Wallis' quarterly jewellery auctions, managed by a department led by Marielle Whiting.
However, the firm says it hopes to mount standalone wristwatch sales in the future.
Hailwood joined Woolley & Wallis on Monday October 30 after six years at Fellows, latterly as a director. In 2013 he was appointed watch business manager at Fellows and promoted to director in 2014.
For Woolley & Wallis, Hailwood is working three days a week remotely from Worcestershire, as well as at the auctioneer’s Salisbury and London offices.
Hailwood described joining Woolley & Wallis as "a new opportunity and an ability to work in different ways. When opportunities come, you take them," he told ATG.
He said he would look to attract consignments across "the full mix of wristwatches, from vintage through to modern".
Paul Viney, Woolley & Wallis chairman, said: "I'm delighted that Adrian has joined us. He already has an impressive track record in what is an increasingly important area of the market."
Retail and brand experience
Hailwood's early career focused on watch brands and retailers, starting in 1992 at Cartier and followed by roles at Mappin & Webb, Van Cleef & Arpels Jewellers. Before joining Fellows in 2011 as a client development manager, Hailwood was a manager at Breguet on Bond Street, London.