Ian Beckles

I met him at the 2018 Florida State League Home Run Derby at George M. Steinbrenner Field in Tampa, Florida in 2018. He was there as the play-by-play announcer.
I had no idea he was scheduled to be there. I had been carrying this card with me for a few years because I knew he lived in the area.

Ian signed a 1991 Upper Deck Football card #390.

https://www.pro-football-reference.com/players/B/BeckIa20.htm

Sanders Commings

I met him at an extended spring training game at Paul Owens Training Facility at Carpenter Complex in Clearwater, Florida in 2017, when the Atlanta Braves came to play the Philadelphia Phillies.

Sanders signed a 2013 Upper Deck Football card #132.

https://www.baseball-reference.com/register/player.fcgi?id=commin001san

http://www.pro-football-reference.com/players/C/CommSa00.htm

Browning Nagle

I met him at a celebrity golf tournament at Lansbrook Golf Course in Palm Harbor, Florida in 1993.

Browning signed a 1991 Upper Deck football card #11.
A year or 2 later. Browning was back again for another golf tournament. This time I was able to have him sign the back of the October 1992 issue of Beckett Football Card Monthly.

http://www.pro-football-reference.com/players/N/NaglBr00.htm

Mark Carrier

I met him at a celebrity golf tournament at Lansbrook Golf Course in Palm Harbor, Florida in 1993.

Mark signed a 1991 Upper Deck football card #231.

http://www.pro-football-reference.com/players/C/CarrMa00.htm

Charles McRae

My first autograph by a football player. I met him at a celebrity golf tournament at Lansbrook Golf Course in Palm Harbor, Florida.

Charles signed a 1991 Upper Deck Football card #6.

http://www.pro-football-reference.com/players/M/McRaCh20.htm