December isn’t just for gingerbread and gift wrap—it’s also prime time for last-minute investing decisions. You might think the year’s financial window is closed, but there's still room to squeeze in a few smart moves that can set you up for a stronger future (and potentially save you some cash come tax time).
I’ve been through enough Decembers to know that waiting until the last few weeks can be stressful—but it can also be surprisingly effective. Whether you’ve been investing all year or are just getting started, there are strategies that still pack a punch before the clock strikes midnight on December 31.
Let’s walk through the ones that actually make sense, even when the tinsel’s already up and the calendar’s running out of pages.
Why December Matters More Than You Think
It’s easy to assume the investing year is done by the holidays. After all, the markets feel sleepy, everyone’s focused on festivities, and your inbox is full of "last chance!" emails.
But behind the scenes, December is buzzing with financial potential. Many seasoned investors use this month to review portfolios, grab tax advantages, and position themselves wisely for the year ahead.
1. It’s a Fiscal Reset Opportunity
Year-end investing is like hitting a mini reset button. You’re not just wrapping up the current year—you’re planting seeds for the next one.
2. There Are Time-Sensitive Tax Benefits
Some deadlines can’t wait. Contributions, deductions, and adjustments must be made before the new year to count.
3. Portfolio Adjustments Are Best Done Now
You’ve got the full year’s data to reflect on, and a clearer picture of how your risk tolerance and goals have shifted. December is a great time to fine-tune your game plan.
The December Move That Saved Me From a Tax Surprise
A few years ago, I learned the hard way that ignoring year-end capital gains distributions can bite you. I got hit with a surprise tax bill—courtesy of a fund I hadn’t checked since summer.
Since then, every December, I set aside an hour to comb through my portfolio, look for potential tax hits, and rebalance. That small habit has saved me thousands—and a lot of January stress.
Use Tax-Loss Harvesting Like a Pro
One of the most effective year-end strategies? Using your losses to your advantage. This is the ultimate silver lining move, and it’s easier than it sounds.
1. What Is Tax-Loss Harvesting?
It means selling losing investments to offset capital gains elsewhere. Think of it like trimming the weak branches to strengthen the tree.
2. Why It Works in December
You get to “harvest” those losses and reduce the taxes you owe on profitable trades—this year.
3. What to Watch For
Avoid triggering a wash sale (rebuying the same stock within 30 days), and don’t dump good long-term holdings just for a short-term benefit.
Max Out Retirement Contributions (It’s Not Too Late)
Retirement accounts aren’t just for the long game—they also offer immediate benefits. If you haven’t maxed out contributions yet, now’s the time to consider doing it.
1. 401(k) Contributions Close Dec. 31
Unlike IRAs, which can be funded into the new year, 401(k)s follow a strict calendar year deadline. Upping your final paycheck contribution can reduce your taxable income.
2. Roth IRA Conversions Still Count
Converting pre-tax funds to a Roth before year-end can be a savvy move—especially if you expect to be in a higher tax bracket later.
3. Even a Small Boost Helps
You don’t need to max everything out. Even an extra $100 into your retirement plan now has decades to grow.
Giving Season = Saving Season (Yes, Really)
Feeling charitable? Giving to qualified nonprofits isn’t just heartwarming—it can also help lower your tax bill.
1. Donate Appreciated Assets
Instead of cash, donate stocks that have gained value. You’ll avoid capital gains taxes and get the full deduction.
2. Explore Donor-Advised Funds
These allow you to take a deduction this year but choose charities later. It's a great strategy for batching donations.
3. Keep Records
You need documentation for every contribution, whether it’s a receipt or a confirmation letter. Trust me—future you will thank you at tax time.
Rebalance Before the Ball Drops
If your portfolio’s gotten off-kilter, now’s the time to nudge it back into alignment. The markets have likely shifted since you last checked in.
1. Check Your Target Allocations
Are you heavier in stocks than you planned? Lighter in bonds? Rebalancing brings you back to your preferred risk level.
2. Use Gains to Your Advantage
Selling overperformers can lock in profits—just be mindful of the tax implications.
3. Don’t Set It and Forget It
I review my allocations at least twice a year—once mid-year and once in December. Even small tweaks can make a big difference over time.
Still Got Time? Other Smart Year-End Considerations
These moves may not make headlines, but they’re worth your time if you want to go the extra mile.
1. Health Savings Account (HSA) Check
If you’ve got a high-deductible health plan, maxing out your HSA is a triple tax win: deductible contributions, tax-free growth, and tax-free withdrawals for qualified expenses.
2. Flexible Spending Account (FSA) Deadline
FSAs often have a “use it or lose it” policy by December 31. Book that eye exam, grab over-the-counter meds, or use funds for eligible expenses.
3. Review Beneficiaries and Estate Docs
Not the flashiest task—but updating your beneficiaries and double-checking estate plans is a smart annual tradition. Life changes, and your plan should too.
What NOT to Do in December
Not every financial move is a good one right now. Some can do more harm than good if rushed.
1. Don’t Panic-Sell in Volatile Markets
End-of-year market swings happen. Unless your goals have changed, resist the urge to react emotionally.
2. Don’t Overcontribute Without a Plan
Throwing money at investments without considering your overall strategy can do more damage than good.
3. Don’t Miss Deadlines
Know the dates for contributions, charitable donations, and rebalancing if you want the benefits to count this year.
Wealth O'Clock!
The clock’s ticking, but there’s time yet to capitalize on the year-end to-do list! Here’s your go-to, time-sensitive, festive checklist:
- Right Now: Check your current stock positions. Identify which investments have lost value or no longer fit your strategy.
- This Week: Pump up your retirement contributions by reviewing your year-to-date amounts and making necessary adjustments.
- Next Paycheck: Allocate a portion of your earnings to charitable causes, focusing on appreciated stocks for maximum benefits.
- This Month: Conduct an end-of-year portfolio rebalancing session. Adjust your allocations to match your risk tolerance and investment goals.
- Next 90 Days: Start setting aside funds for next year’s permissible IRA or other retirement contributions.
- By Year-End: Ensure all your moves are documented and ready for tax filing season, making 2024’s financial journey even smoother!
The Last-Minute Investor’s Power Move
So—is it too late to make smart investing decisions in December? Not at all. The year may be winding down, but opportunity is still wide open. Whether you’re rebalancing, giving, harvesting, or contributing, these final days offer powerful potential to level up your financial game. And come January, you’ll be sipping that celebratory champagne knowing you finished strong.
Portfolio Simplification Expert
Clara believes investing shouldn’t feel like rocket science. With experience in both Wall Street research and community investing workshops, she focuses on breaking down complex strategies into clear, confident moves. Her sweet spot? Helping first-time investors feel at home in a world that once felt intimidating.