A topic near & dear to my heart....
I spend a lot of time/$ working with charities throughout the year, but the holidays are definitely a time of year that helps them "bulk up" to make it through the lean times.
Every year between Thanksgiving and New Year's 40% of my "donations" plus any tips are donated to a local group that caters to men who are injured while serving. But bc this is my "fun job" and my other job funds my christmas shopping, I'm in a unique situation. Not all ladies can pull cash from their donations. I always make an anonymous donation as a money order & no tax write off. I wouldn't want them to question whether or not to use the $ if they somehow discovered the source. (Though I did accept a shirt the woman insisted on giving me at my last drop off - my fav shirt now!)
Last year a (non-local) provider got national attention when she was collecting toys for a major organization, so it's always best to NOT publicly name the organization. Many gents are willing to donate specific items or gift cards.
My advice/suggestions when asking for donations:
1) start early - they will be bombarded later on
2) be specific - name specific items they can pick up
3) offer a discount when someone makes a donation
4) give them a deadline - some may drop off early and take appt later to make sure it gets to the org in time
5) make sure the gent knows it's appreciated
SA37 has a great list. I'd like to add one more. In a past civie job, we sponsored/chaired/hosted many charity functions. One of my favs was collecting food & toys for the animal shelters. Many gents don't have kids but care very much for their pets. Shelters are overwhelmed right after christmas and getting their stock up. An 8 yr old Lab is as cute as any kid when Santa brings him a new ball
PS I guess it was nearer to my heart than I thought... didn't mean to write a book in ur thread ... sorry