Why the hole? That is one of the mysteries of the token-collecting hobby. The hole obviously isn't one that was placed there at the token factory. Those types, called "as made", are almost always seen with the hole in the center, although it may be round or any of a number of other shapes. Many of these holed tokens were designed such that they would work in slot machines and not in vending machines or pay telephones (remember those?). A feeler in the acceptor mechanism would either go through the hole or not. Other "holed as made" tokens were made that way so that there was a tactile way to differentiate different denominations used in the same business. Similarly, the shape of the token itself, round, octagonal, scalloped, etc., was often used to differentiate the denominations. Lighting was not the best in the places where tokens were used - especially in bars and cigar stores - and it was important that a 5¢ token not be taken as payment for a 25¢ item.
But the tokens, like this one, that are holed after they were made, have a lot of differing explanations. Most are not centered, and examples are known where the holes were expertly done with a drill, crudely done with a drill, punched through with a nail, large, small, etc. Here's some reasons for putting a hole in a token:
To indicate a change of ownership of a business. If Bobo and Vale terminate their partnership with Bobo buying Vale's interest. At that time, all outstanding tokens are debts of the partnership. Since some of those tokens will be brought in for redemption, the partners agree to put holes in all the tokens they have on hand and for every 10¢ token that comes in unholed, Vale would pay Bobo 5¢ for it and they would then put a hole in it.
Another reason might be similar, but the hole would be placed to obliterate Vale's name - this one is sort of like that.
In some cases people drilled a hole in a token to hang it on a necklace. I have seen tokens that were holed to be used with nails to hold down roofing material. Some pool halls had nails in the wall where the stakes in games were placed while the game was played. Some pool halls foresaw this use and had their tokens made with holes, but if they didn't, somebody drilled them.
But, finally, a high percentage of the holes put in tokens were made by people just screwing around. No real reason, just something that was done.
John in the Great 208