As far as the photo goes, there are a lot of players who end up with a photo from later in life, maybe when they were a manager or coach. The photos don't change with age, they only get one. So you may end up with a picture of Ted Williams managing from the Senators in the 70s when you are playing a sim with him in the 40s.
As far as their actual ages being in the 50s and 60s, that i'm not sure about
