While you asked this of BigA, I'll jump in too (and invite others to, as well... this is an interesting question for sure!).
I've had good fortune with formats that I was not deeply in love with or, at the offset, did not even care for. I find that being able to distance the professional aspect from the personal one has helped.
The first station I programmed was the first one I owned. I picked the format, Top 40, because there was no top 40 station in the market (despite there being over 40 stations in total) and because I loved Top 40. I tended to program to what I wanted to hear, not thinking all the time about what listeners wanted.
My second station, about 18 months later, was a format I was less familiar with and which I had only even known about for a few years. I consulted others and listened to listeners, particularly folks like cab drivers, our maids and gardeners and other "blue collar" people I came in contact with.
My third format was an FM (this was in the 60's) and, while I was just 20 years old at the time, I did Beautiful Music. Obviously, the format was for my in-laws, not my own generation. The station was listened to at all the local higher end stores and restaurants, so each time I was in one of those places, I talked to the owners and got feedback.
All three were #1 in their targets. But the one I could have done much better with was the format I liked best. As I look back, I know many things I should have done better on that station, but on the other two I think we did as well as we possibly could have... because I talked to listeners rather than using my own taste.