can someone be allowed to fight as many times as sugar ray robinson

Could still happen...
Some guys have (but lost a lot): Reggie Strickland and Peter Buckley.
But they weight down the other side of the win/loss balance.
 
Tyson used to fight twice a month. Helps to stay in the win column.
 
Tyson had a couple of times where he fought twice a month.

It's not uncommon for new pro's to fight once a month. Floyd fought just about once a month until he fought Genero.

But the business has changed. Once you become a viable and marketable contender, then promoters/management tend to scale back the frequency of bouts. Partly to protect the fighter, but also to allow for time to promote each individual fight and build interest.

If Manny fought every month, his events wouldn't be as big as they are (even though his numbers have declined, he's still one of the biggest draws in the sport). So they are building more interest, given more time to promote, and also reducing the chances for a loss.
 
It was banned by the Supreme court 38 years ago this month.
 
Only boxers you'll find with that sort of record nowadays are journeymen fighters with poor records. These guys aren't guaranteed television dates, nor do they make much money and typically accept fights at short notice against emerging prospects.
 
I think it is possible to fight 300 times because if it wasn't there'd have to be some rule about it.
 
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