Dink made appearances in the World Wrestling Federation in 1982, often teaming with Little Beaver under the ring name Tiger Jackson.
In late 1992, Jackson signed with the WWF and started to team up with The Bushwhackers in their feud against The Beverly Brothers. The Beverly Brothers recruited "Little Louie" to even the sides, but to little success, falling to the combination of the Bushwhackers and Tiger Jackson time and again, including a prime time loss on the "Road to WrestleMania IX" special shown on March 28.
His first imitation gimmick came as a direct result of the antics of the heel Doink the Clown, who had a second Doink come out to interfere in the match. During a match between Doink and Randy Savage on Monday Night Raw, Jackson climbed out from under the ring dressed like a miniature version of Randy Savage (instantly dubbed the Macho Midget). The sight of the Macho Midget distracted Doink long enough to be rolled up for a pinfall. After his debut, Macho helped Randy Savage out a few times but also went back to teaming with the Bushwhackers.
His best known imitation role was as "Dink the Clown," the slapstick partner of Doink the Clown. Dink was introduced as a present to Doink the Clown by Santa Claus himself on an edition of WWF Superstars of Wrestling that aired on November 27, 1993. From then on, Dink accompanied Doink to ringside and took part in the clown antics played on opponents. While acting as a manager, Dink occasionally also wrestled twice on pay-per-view. Dink's first pay-per-view appearance was on March 20, 1994 at WrestleMania X, teaming with Doink to face Bam Bam Bigelow and Luna Vachon in a losing effort. Dink's second pay-per-view appearance came at the 1994 Survivor Series, where he was joined by fellow "Mini Clowns" Pink and Wink to face Jerry Lawler and his three "Mini Kings" – Sleazy, Cheesy and Queasy. After losing the match, all six midgets attacked Jerry Lawler and chased him from the ring. Then afterwards, Dink left the WWF in spring 1995.