One of the many perks of professional baseball players is having an agent who can take on the burden for players trying to purchase their own equipment.
Some players who are drafted already have agents through college and have things like gloves, bats, cleats, etc. taken care of.
If you are a very good player, that is extremely marketable, they will be offered contracts to wear a particular company's glove.
Some players will sign contracts with companies, but not necessarily like the glove completely - yet they like the money that comes with the contract.
So, in turn, start designing a glove that may fit all of their needs. I don’t want to make players sound greedy because that's not what I’m insinuating.I’m saying most players don’t get many opportunities to sign glove contracts so they may jump on the first one they get as they start the modification process.
Now telling a glove company you want specifics in a glove means you may be pretty special and that is not the norm for most players.
Some professional players on the other hand are still having to pay for their gloves.
I would say, on a whole, most players who have just signed professional contracts do not have agents and are still buying all of their own equipment.
In spring training there are large booths set up by all of the big glove manufacturers to let players demo gloves and purchase for reasonable prices.
Some players that you would think have large glove contracts may not and still pay for their gloves.
Some players like to pay for their own gloves and bats to keep them grounded in the sport. I’m sure there are many players that have different reasons but on a whole most players still pay for gloves in the minor leagues only those that move up in the ranks in professional baseball will see glove companies pursuing their marketability.
I would say 99% of all major league players do not pay for their gloves. Tony Gwynn, one of the greatest hitters to ever play, was rumored to still buy his own bats throughout his career.
So there are two main ways to get your gloves paid for as a pro through your agent or signing a glove contract directly with the company.