With the aggressive push for donations, wikipedia seems desperate to keep floating. Have you been seeing the Donate Banners every time you visit wikipedia ?
They have $90M in savings. They already met their donation goal, half way through the donation period. They spend $2M a year on keeping the site running. They are fine.
The foundation has more and more money each year and spends quite a bit on things that are not critical to running wikipedia, so I have no reason to believe that Wikipedia is at financial risk.
I usually give $10 per year. Not because I think they need it, but because they are an important institution. I'm concerned that the number of contributors is going down though.
Taking how often they are doing edit-a-thons into account, it's possible that some of your money goes into recruiting new contributors. (WMF also has a scholarship for known-good contributors to attend these conferences.)
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