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I love seeing the reaction of people when I tell them that I'm in Fundraising. It is almost as if people are talking to someone that works at the IRS.
I have a secret to tell you, I'm not going to ask every last person I meet for a donation to my organization - although everyone should give! But alas, I digress. They key to raising funds for anything that you are passionate about is to never ask.
Ok, Ok. I hear you, "If you never ask, how will people give?" Simple. They give because they see themselves in the cause. Of all the sponsorship presentations I have done, of all the email campaigns I have written, the ones that go most smooth are those ones that merely stated my case. If you have a compelling story about your organization or are passionate about why you give your time, talent, and treasure as a volunteer, I promise you that you will never have to ask anyone for a dime.
So, if you are worried about running into a *gasp* fundraiser this holiday season, or if your new years resolution is to help raise money for your favorite cause in the new year, here are a few tips to consider:
I know that everyone's pocket book is tight this holiday season. I feel for those people that have been laid off or have lost their homes. Giving during this season is not about the money, it is about just makeing a difference. Time with someone, sharing your talents with someone that could really benefit from a fresh perspective you could bring. I can ask for a donation, or I can tell you a story to hopefully educate you on what your gift can do, but it is up to you to get involved.
Maybe it's just the Community Manager in me talking, but I think one of the best ways to get people to donate to a cause is to make them feel like they're a part of the cause. If you create a community around the people who are donating, they'll remain faithful to you as the years progress.
My yearly charity is Thon and it's easy for me to feel a part of the Thon community because 1) I'm a PSU alumn and 2) Because I was a fundraiser through my fraternity.
But even without those connections, it's easy to remain faithful to a charity like this. They're not pushy about asking for money, they just know how to create a community around their cause.

This is a great perspective. Guilt is not a good long-term strategy for fundraisers, but connecting with people on a personal level is. Accepting this, however, means recognizing that you're not going to make everyone love your organization.
One strategy that I would add to your list is this: Everyone has a wealth of something-- for some, it's financial wealth; others have time, skill, ideas, products, or networks. For those who can't write a check this season, suggest something else you need, like supplies, gifts for an auction or marketing help. Maybe a tech-savvy volunteer can create a presence for your organization using social media.
And once they have the means, volunteers and community partners who feel appreciated through the bad times will stay loyal in good times. So be sure to ask people to donate from their personal 'wealth', whatever it is.
@Olivia - How true. The Catholic in me knows that guilt can go only so far for so long. I just spoke today on customer loyalty and building affinity. It is the biggest risk that we run with so much competition. Appreciation at every level is key. Thanks for your comment.
@Ryan - You hit on an excellent point also - the community is a huge part of that affinity to a cause. Exactly what you are doing with this website! Also, your cause had made it easy to get involved, regardless of geographic location. That convenience is a big part especially when working to build a younger donor base.

Angie,
Sorry it took me so long to read this. You made some good points, if I had some $$, I'd give it to you. :-)
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