I like White Coat Investor, and I realize people mean well, but I always get a bit bemused by people suggesting means of lowering your tax burden by spending money, or putting it in accounts you can't touch until retirement, by doing things like donating to charity, saving for your kids' college, opening an HSA, etc. Here's the thing: the primary reason most of us want to decrease our taxes isn't a desire to stick it to the feddle gubmint (though that is often a nice bonus.) The primary reason is that we want more money in our pocket. Donating money to charity, or maxing out my IRA contributions, or whatever, are great, but they don't result in me having more cash to use as a down payment on a house, buy a new car, go out to dinner, take a nice trip, etc. (I realize retirement contributions mean more money in my pocket 30 years from now, but the main point still stands.) If I put $6250 into an HSA, great, that's $6250 less I have to pay federal income taxes on--but I'm still out $6250.