@phyzx wrote:
I have a guess that the tax owed is in the ballpark of $50k. Can I donate all of that to charity and not pay the fed?
Donate all of what? $50,000? A cash donation is subtracted from your taxable income, not from your tax. If you are, for example, in the 24% tax bracket, a donation of $50,000 will reduce the tax you owe by $12,000 (24% of $50,000).
Are you thinking about donating the entire gain, or just the amount of the tax? The previous answers assume that you want to donate the entire gain.
