I can’t help but dream this time of the year.
It’s the thick of winter, you see, which means I’m spending hours huddled in my home office getting a million tax details in order for my CPA.
And I’m dreaming of tax simplification.
President Trump has shared a bold vision to potentially replace the income tax entirely in favor of tariffs.
Though I can’t imagine that ever happening, he has also promised to simplify tax filing to such a degree that “nine out of 10 Americans will be able to file their taxes on a single, little, beautiful sheet of paper.”
Could tax filing become as simple as it was for my father in 1959?
My dad kept a work draft of his return that he filled out in pencil, then completed the final version in ink before sending it to the IRS.
I still can’t believe how simple his tax form was.
In 1959, he paid a measly 5 percent in federal taxes.
Though the top income tax rate was 91 percent that year — President Kennedy would slash rates a few years later — deductions were many.
Even middle-class people like my dad enjoyed their share of perks.
A heavy smoker then — who wasn’t? — he was able to deduct his cigarette taxes.
He deducted every penny he paid in gasoline taxes, too.
Were I able to do that now, with gasoline federal and state taxes totaling 77 cents a gallon in Pennsylvania, I’d be able to write off about $800 on the 1,000 or so gallons I use every year.
He took a $600 tax deduction, or $1,200 total, for each of his two dependents, my sisters Kathy and Krissy — that would be $10,000 in today’s dollars.
Copyright 2025 Tom Purcell, distributed exclusively by Cagle Cartoons newspaper syndicate.