If the person was forced to answer every question you asked him honestly, then it would have to be the Babe. With no grandiose embellishment, just truth, that would be one helluva fun conversation.

Ted Williams was an interesting character. I got a ball signed by him at a card show and he bounced it back to me. Haha. He was right.

Tough to decide
 

What a tough choice to pick just one...

I think I'd have to go for Hank Greenberg or Yogi Berra.

Like Lou Gerhig, Hank was a genuinely nice guy...but I suspect he'd be a bit more chatty.
Berra...well..he's Yogi Berra.

I'd love to sit with anyone mentioned so far, but my choices would either be Satchel for the incredible stories or Connie Mack, who pretty much saw all of baseball's history pre-integration.

Funny story that I just thought of . . .

Soon after moving to the same town in NJ that Yogi raised his family in, there was a local educational charity in town having an auction night where one of the top items was watch a world series game with Yogi at his museum with 10 friends. Catered. At the time (20 years ago?) I though the auction got stupid with a winning bid of like $1800.

I still have deep bruise for kicking myself in the ass the last 2 decades. My dad and father in law would have gotten such an immense kick out of that. Big regret I didn't pounce on that.