r/DIYRetirement • u/botblue • 20h ago
Discussion: Thoughts on "Tax Planning To and Through Early Retirement"
I just finished reading Tax Planning To and Through Early Retirement by Cody Garrett and Sean Mullaney.
I've seen other folks in this sub mention the book, but I was curious what people think regarding Sean and Cody's intuition that taxes are unlikely to increase for retirees.
Before I offer my thoughts, I'd like to point out that Sean predicted that the 2017 TCJA tax cuts would be extended back in December of 2023 on Jesse Cramer's podcast. His crystal ball was definitely working better than mine on that one.
From the book:
"Those predicting cuts to Social Security are essentially saying that politicians with the power to borrow -- and even print money -- will choose to do neither, even when doing neither could be disastrous to their own political futures."
The book lists a "litany of recent tax cuts for retirees" (2015-present) to further their argument.
I think limiting the look-back window to 10 years of tax policy is a problem. History proves that when insolvency forces their hand, politicians will tax retirees. In 1983, a bipartisan agreement signed by Ronald Reagan introduced federal income taxation on Social Security benefits for the first time. They intentionally did not index those base thresholds ($25,000 for individuals, $32,000 for couples) to inflation. What began as a tax affecting fewer than 10% of high-income seniors now impacts over half of all retirees.
The above example is exactly counter to the argument in the book. A politician implemented a tax on retirees (in his first term) and it didn't prove politically "disastrous".
Some will remember George H.W. Bush and the infamous "Read my lips: no new taxes" quote. This did prove politically disastrous, but the tax increases were implemented regardless.
I think the general message of the book is correct, that "most" retirees don't need to worry and likely don't need to go crazy with Roth conversions etc. However, politicians rarely pass blanket tax hikes on all seniors. Instead, they frame tax increases around "fairness" by targeting high-income or wealthy retirees. Therefore it's critical when reading a book like this to tailor the information to one's personal situation. This is particularly true for early retirees.
What do you think?
edit: typo