Michalchuk is an industrial worker. He was listed as Prairie regional vice-president of the Canadian Auto Workers in 1995 ("Winnipeg Free Press", 21–22 March 1995), and as vice-president of CAW Local 101 in 2000 ("WFP", 18 November 2000). He is currently the first vice-president of the Winnipeg Labour Council.[https://web.archive.org/web/20070928113154/http://www.winnipeglabourcouncil.ca/gallery/view_photo.php?set_albumName=wcl_exec&id=GlennMichalchuk] Michalchuk criticized the Brotherhood of Maintenance of Way Employees for conducting a strike in March 1995, accusing them of promoting labour disunity during a period of negotiations on the future of the rail industry.