i am at work so i have to type fast but i recall 3 radio mistakes by djs in the 1980s
2 mistakes were at us99 - 2 djs forgot to play 10 in a row so 2 callers/listeners were each given $10,000 then us99 killed the promotion
1 mistake was at wls by dj mike macdonald who made up his own give away where he promised "the keys to a brand new porsche" and when the winner came to wls he was literally given the keys to a car but no car - and yes wls got sued and i think macdonald was fired - i will google later