Tax planning feels like homework nobody wants to do, but here’s the reality: real money is sitting on the table. The One Big Beautiful Bill Act changed the rules this year, and most people are still figuring out what matters for their wallets.
Max Out Everything While You Can
Here’s something many people miss. Every Dec. 31, workplace retirement accounts basically close their books for the year. That’s it, opportunity gone. The limit is $23,500 this year, or $31,000 for those over 50. Also, anyone between 60 and 63 can throw in an extra $11,250 with the new super catch-up provision. That’s serious money that could be working harder instead of going to taxes.
HSAs remain the best-kept secret in tax planning. Most people ignore them until someone explains the magic; it’s literally the only account where taxes never apply. Not when money goes in, not while it grows, and not when it comes out for medical expenses. Singles can contribute $4,300 and families $8,550, with up until the April 2026 tax deadline to make it happen. Starting in 2026, there’s a bonus feature: $150 a month can go toward concierge doctor memberships tax-free.
IRAs deserve attention, too. The contribution limit is $7,000 (or $8,000 for the 50-plus crowd) with that same April deadline. The catch? Income limits and existing workplace plans can complicate things, so checking the rules is important.
Transform Losing Stocks into Tax Wins
Everyone has those regrettable investments. Maybe it was that “sure thing” tech stock or the cryptocurrency experiment that went south. Here’s the good news, selling losers before year-end can offset winners for tax purposes. Even better, losses can erase up to $3,000 of regular income. Whatever doesn’t get used rolls forward indefinitely, like store credit that never expires.
Play the Charity Deduction Game Smart
The standard deduction has increased yet again, standing at $15,000 for singles and $30,000 for married couples. Most people won’t beat that with itemized deductions, but there’s a clever workaround. By bunching several years of charitable giving into 2025, taxpayers can itemize this year and claim the standard deduction in future years. It’s like buying in bulk for tax benefits.
Timing matters because 2026 brings stingier charity rules. Only donations exceeding 0.5 percent of income will count, and high earners face a 35 percent cap. Anyone feeling generous should probably act this year.
Control the Income Timeline
Freelancers and business owners hold the cards on payment timing. That December invoice could easily become January income with a quick conversation. Even employees sometimes have flexibility with bonuses through understanding employers or HR departments. The trick is knowing whether next year’s tax situation will be better or worse.
The Roth Conversion Opportunity
With permanently lower tax rates now locked in, converting traditional retirement funds into Roth accounts makes increasing sense. Yes, taxes are due on the conversion amount today, but then everything grows tax-free forever. Smart planners often execute these moves during lower-income years, like between jobs or early in retirement.
Navigate Required Withdrawals Carefully
Anyone who’s 73 or older must withdraw from retirement accounts by Dec. 31. No exceptions, no excuses. The penalties for forgetting are harsh. First-timers get a choice, either take it now or wait until April. But waiting means two withdrawals hit in 2026, potentially pushing income into higher tax brackets. It’s worth doing the math.
The Charity Strategy Nobody Mentions
After age 70½, a powerful option opens up. You can send up to $108,000 directly from an IRA to charity. This qualified charitable distribution satisfies required withdrawals without adding to taxable income. Married couples can each do this, potentially moving $216,000 to charity while avoiding taxes entirely. For those already charitably inclined, missing this opportunity is literally giving money to the IRS instead of chosen causes.
Take Action Before Time Runs Out
Smart taxpayers are running projections comparing 2025 and 2026 tax scenarios right now. They’re scanning investment accounts for tax-loss harvesting opportunities. They’re accelerating charitable plans into 2025 before the rules tighten. They’re smoothing income across tax years where possible.
Nobody gets excited about tax planning, but a few hours of attention before year-end could save thousands of dollars. Good tax professionals pay for themselves many times over, especially in years with rule changes like this one.
The U.S. Treasury recently enacted a new reporting requirement aimed at quashing illicit financial transactions. The agency believes that corporate anonymity is enabling money laundering, terrorism, and drug trafficking. As part of the 2021 Corporate Transparency Act (CTA), certain companies are now required to report information about their beneficial owners. The goal of the new registration requirements is to create a centralized database of beneficial ownership information.
How and Where to File
It’s that time of year again: time for year-end tax planning. With the end of 2023 coming fast, the time to act is now. In this article, we’ll look at the moves you can make to optimize your tax situation in 2023 as an individual taxpayer.