Demolition Smash

Darsow next went to World Wrestling Federation, where he replaced Randy Colley as Smash in the tag team Demolition, alongside Ax. At first, they were managed by Johnny Valiant, but he was soon replaced by Mr. Fuji. Their initial feuds involved the team of Ken Patera and Billy Jack Haynes, and Strike Force (Tito Santana and Rick Martel).
On March 27, 1988 at WrestleMania IV, they defeated Strike Force to win their first WWF World tag team title, which they held for a record 16 months. They later lost Mr. as he left to manage their newest rivals, the Powers of Pain (The Barbarian and The Warlord). The double turn at Survivor Series 1988 was the solution to the massive popularity being enjoyed by Demolition, who were designed to be the heels in their rivalry with the Powers of Pain.
They lost the WWF Tag Team Title to Arn Anderson and Tully Blanchard, known as The Brain Busters, on the July 29, 1989 edition of Saturday Night's Main Event. They regained the title on , but lost them to The Colossal Connection (Haku and André the Giant) on . They defeated the Connection at WrestleMania VI on April 1, 1990 to become the third full-time team to win three titles in WWF history. The duo was joined by Crush (Brian Adams) later in 1990, making them a 3-man tag team and the second team Darsow had been involved in whose title reign operated under the Freebird Rule. Ax began appearing in a managerial role which was to eventually lead to the phasing out of the character. Demolition lost the titles to The Hart Foundation at SummerSlam 1990. After a feud with the Legion of Doom, the team dropped down the card and would disband in the spring of 1991, with Crush leaving the WWF for a year and Smash wrestling in the lower card as a singles wrestler.
In late 1991, Darsow was repackaged as "Repo Man", a ubiquitous, sneaky heel character who delighted in repossessing items such as cars from people when they were late on (or unable to make) their payments. Repo Man wore a black Lone Ranger-like mask and an outfit with tire tracks on them, and had mannerisms similar to Frank Gorshin's portrayal of The Riddler. He always carried a tow rope that he would tie up opponents with after defeating them and then assault them after. Shortly after his debut, he helped Ted DiBiase defeat Virgil for the Million Dollar Championship, leading to a series of matches with Virgil.
Repo Man's most notable feud was with The British Bulldog in mid-1992, sparked by Repo Man hanging the Bulldog over the ring ropes with his tow rope on an episode of Wrestling Challenge. The two had a series of house show matches as well as a match on Prime Time Wrestling, all of which saw Bulldog come out victorious. Repo Man lost a match to former partner Crush at SummerSlam 92, though it was never acknowledged on television that Repo Man was actually Smash. Repo Man also had a short feud with Randy Savage in January 1993 when he stole Savage's hat on an episode of Monday Night Raw. The two had a match the following week, which Savage won.