When Rocky gives Dwayne some "walking around money" one of the dollar bills seen is a newer five, with the larger portrait and colored money. This was supposed to take place in 1987. The portrait was enlarged in 2000 and color was added in 2008.
Dwayne texts Julien Echo and calls him a jabroni after 30 years. However, the series takes place in 2032, so 30 years earlier, Dwayne was on the verge of ending his wrestling career. Echo and Dwayne's ladder match took place in 1984, which would have been 48 years.