Aaron Hillegass
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hillegass.bsky.social
Aaron Hillegass
@hillegass.bsky.social
Teaches CS at Georgia Tech. Founder of Big Nerd Ranch. Author. Executive Director of the Kontinua Foundation.
He blocked me!
April 28, 2025 at 2:55 PM
When I was the boss and people would say "Let's make a change because it would solve these problems", it took a lot of imagination to guess what problems the change would *create*. The goal was always "solve more problems than we create" never perfection.
March 3, 2025 at 2:03 PM
So, for example, I could lease land to grow Christmas trees and take the loss for seven years. Then, when a reasonable man was in the oval office, I could harvest the trees and get my money back?
January 24, 2025 at 5:07 PM
I just have to spread the charitable giving out among more households, right?
January 24, 2025 at 3:41 PM
You have pointed out a significant flaw in my plan! Thank you. It looks like the limit for cash gifts is 60% of my adjusted gross income. Hmm.
January 24, 2025 at 3:21 PM
During the next 4 years, I will pass the 59.5 year mark. This means that I will be able to withdraw money from my Roth IRA -- those withdrawals are not taxed.
January 24, 2025 at 2:56 PM
Yes, donating your entire salary to charity is something only the very fortunate can do. But it feels awfully good.

Maybe you can still do something. Maybe donate a big piece of your salary to a worthy organization? And pay less taxes to this fascist government? Every bit helps.
January 24, 2025 at 2:56 PM
If a lot of debt makes you nervous, you can do "tax harvesting". If you have an asset that has appreciated $100 and another that has lost $100 in value, you can sell them both and the loss offsets the capital gain. Zero taxes.
January 24, 2025 at 2:56 PM
How to borrow against your assets? Get a home equity loan or use a margin account to borrow against your stock holdings. Interactive Brokers charges 1.5% above the benchmark, so about 5.6% right now. If you die with the assets+debt, your heirs actually get a tax break: www.dcfpi.org/all/how-weal...
How Wealthy Households Use a “Buy, Borrow, Die” Strategy to Avoid Taxes on Their Growing Fortunes
Capital gains are the profits generated from wealth such as stocks and real estate. Wealthy households can use the three-step “buy, borrow, die” strategy to get massive capital gains tax advantages.
www.dcfpi.org
January 24, 2025 at 2:56 PM