I can give a little hockey perspective, off the top.
Gordie Howe was a signing machine. Maintained a beautiful signature throughout most of his life. As one of the top 3 players ever (maybe number 1), his signature can be had at prices almost anyone can do.
Bobby Hull is also a prolific signer. Plenty of his stuff out there too. Prices are affordable and rival Howe. Plus he is obviously still signing.
Bobby Orr was a bit tougher, but over the years the inventory seems to be increasing. His signature on pieces has come down because he seems to be more prolific, but it is still a $100 item on cards and pucks. He rarely does in person shows, but the last one he did, he commanded way more than you can pick his stuff up for.
Jean Beliveau was also a prolific signer, and when he did shows, many times the money went to a local charity. He too has a beautiful signature, maybe the best in hockey IMO. A gentleman throughout his life, he rarely turned down a request. You can pick up nice pieces for a very reasonable price.
Slightly tougher is Maurice "Rocket" Richard, but still plentiful. He passed a few years back, but his pieces can be had for under $100.
The tougher ones that many people of my generation would covet, as they would have seen them play, are Terry Sawchuk, Tim Horton, Doug Harvey, and Jacques Plante. They all passed at a younger age, and there is a limited supply. You don't see them for under $100 at all.
Everyone wants a Howie Morenz signature. Much rarer than a Ruth or Gehrig, given when he passed. These go for large (hockey type) dollars when available.
Finally, Georges Vezina passed at a young age from TB. IMO these are rarer that Morenz.
Hope this helps.
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