I missed the original OSB post so this is a reply to that also.
I think the main thing CCFC need to do is their PR and Marketing.
I've said for ages, what would it cost them to do an OAP day? Encourage everybody to take their Grandparents, send a coach around care homes in the city to pick up some old boys. Let them all into one of the lounges and have some ex players in there mingling with them.
If there is an old fella stuck in a care home all week, it would make his month to get out and watch the football if they don't usually get to. Maybe even tie it in with Legends day.
There is the JSB Scheme, why not something the same for old people? Instead of the birthday card the kids get, send them out a retro birthday card with some of the former players signatures.
Said old man's children / grandchildren see and hear about the gesture, they see how happy it makes him, they are happy. It is because of CCFC...
Loads of things that can be done to spread the word that doesn't cost much if anything.
Get Sky Blue Sam working 7 days a week too to earn his keep!