I've written a piece on interactive 1960s TV shows so obscure I couldn't find any info on them outside of my memory and some random TV Guide listings.
Programs like All Star Bingo and Off to the Races were some of my favorites as a kid - because you could win money, and S&H Green Stamps. I wasn't 18 when these grocery store tie-ins aired, you had to be of age to collect the cash, so I would gather up cards from everyone and let them know if they had a winner or not. (If one of my cards won, a real long shot, I'd have to get someone older to cash it in for me.)
More on 1960s TV shows where you could win money!