Thats a good idea Shippy.
I would say that the only problem of having one player's photograph on a page for each month is that by the middle months within the calendar the football season has finished, and some players have left the club by the time "their month" comes round on the calendar.
Personally, I prefer not to see departed players on calendars, as they seem irrelevant once they have gone.
Not sure how far your back-catalogue of photographs goes, but how about producing a calendar containing action shots of Boston United legends from yesteryear. If they are all retired, rather than simply plying their trade elsewhere, I would buy one. A calendar featuring Cookie, Tex, Cav, McKenna, Adamson, Poplar, Ellendar and the like at the height of their powers would be good. I appreciate if they are before your time then you will not have the copyright on the photo's though.
Just a thought.