Speaking of year-end number two, Boris Becker was sure unlucky not to achieve the year end number one in 1989. He won Wimbledon and the US Open and Lendl only won the Australian Open. Sorry this is pretty random, but I think it's interesting.
I think it is interesting too. And look here:
Becker is credited as ATP best player of 1989. This is (so far) the very last time ATP contradicted their own computer ranking, at least as far as #1 goes. It was common for them to do so during the 70s and the start of the 80s. So I guess Becker deserved some more weeks as #1. Lendl would still be top-2 though, and thus keep his 409-week record there. A little strange Lendl managed more weeks but fewer year-ends as #1 than Connors, and has more weeks but fewer year-end #1s or #2s than both Federer and (particularly) Connors. Lendl wasn't too lucky with his timing, it seems, 1989 notwithstanding.