Managing your wealth involves juggling many moving parts, and it can feel overwhelming. Rather than trying to think about it all at once, consider breaking it down into component parts, and take care of a few at a time.
We’ve designed this month-by-month Wealth Planning Guide to help you get everything done—with less stress.
The beginning of a new calendar year is an excellent time to pause, take stock, and decide what wealth goals you’d like to achieve in the next 12 months. Maybe you want to pay down debt, develop a comprehensive legacy plan, or take concrete steps towards an early retirement.
No matter your goals for this year, we invite you to use two strategies we believe can increase your likelihood of success. First, write them down somewhere you’ll see them regularly. Second, make a plan for how you’ll achieve them. The more you can break your goals down into easy action steps, the more likely we think you’ll be to reach December with achievements you can be proud of.
If your payroll withholdings aren’t sufficient to cover your tax payments, send your estimated payment to the IRS for money earned between September 1 and December 31 of last year. Note that this covers four months, not three! This is your last payment for the tax year, so it’s also your last chance to catch up before filing your tax return in April.
We believe in transparency. To that end, our Portfolio Managers review all of our investing strategies every quarter to certify that you understand what we’re investing in and why—as well as how we’ve performed. Our most recent quarterly writeup, including a letter from Nick Crow, CFA, President of Motley Fool Wealth Management, comes out this month. You can access it from your Client Dashboard.
The IRS requires most tax forms to be delivered to you by January 31, so it’s a perfect time to pull together all of the documents you need to do your taxes, including W-2s, 1099s, and receipts for any deductions (such as charitable donations or medical expenses.
If you’re hiring a CPA to file your taxes, get your documents to them sooner than later—it should make them more likely to be able to file by the April 15 deadline.
When your spouse says they want something special for Valentine’s Day, ditch the chocolates and consider the ultimate gift: a shot at retirement security. If one spouse is working and the other is not, the non-working spouse is still eligible to contribute to a spousal IRA. This is a special rule, since normally a taxpayer is required to have earned income to contribute to an IRA. And, it can help non-working spouses accumulate retirement savings that are otherwise reserved for income-earners.
According to LinkedIn, March is the most popular month for employers to pay out bonuses.1 Many people spend that money before even receiving it, but you’re no (lowercase f) fool. Rather than incorporating your bonus into your ongoing spending, consider saving a portion before splurging on the fun stuff. This can get you closer to retirement in two ways: First, you’re adding to that all-important nest egg, and second, you’re limiting the upward creep on what it takes to maintain your lifestyle.
In 2025, employees can contribute up to $23,500 to 401(k) plans and 403(b) plans if you’re under 50, and $31,000 if you’re 50 or better.2 There’s now an additional catch-up contribution opportunity if you’re between 60 and 63—you can contribute up to $11,250.2 Review your contributions so you’re confident you’re setting aside enough to meet your retirement goals. If your employer offers a retirement contribution match, double check that you’re taking advantage of as much of it as you reasonably can.
Since it’s Women’s History Month, we thought it would be worth mentioning that the catch-up contribution to retirement plans was originally conceived as part of the The Economic Growth and Tax Relief Reconciliation Act as a way to help women in particular save for retirement!3
Tax Freedom Day, not to be confused with the tax deadline in the U.S., usually falls around mid-April. This is the date the Tax Foundation estimates the average U.S. taxpayer would pay their tax burden (state, local, and federal) if everything they earned was paid in taxes starting January 1. Getting to keep some dollars in your pocket after this date is certainly worth a celebration.
If you haven’t maxed out your contributions to your Roth or your traditional IRA for 2024, you have until tax day to add more funds. Since every tax year has limits on how much you can contribute, putting 2025 dollars into 2024 contributions may help you sock away a bonus, a tax refund, or any other windfall for your future. Not sure if this is the right strategy for you? Our catch-up contributions guide can walk you through it.
Don’t forget to get that money! Flexible spending accounts (FSAs) have a grace period that allows you to submit claims from the prior year’s expenses into the new calendar year. For your 2024 FSA, the deadline to submit claims on 2024 expenses is April 30.4
If your payroll withholdings aren’t sufficient to cover your tax payments, send your estimated payment to the IRS for money earned between January 1 and March 31.
It’s also time to file your annual tax return—or an extension. If you’re not filing an extension, the IRS expects you to pay anything you owe for the 2024 tax year by the April 15th deadline.
We believe in transparency. To that end, our Portfolio Managers review all of our investing strategies every quarter to certify that you understand what we’re investing in and why—as well as how we’ve performed. Our most recent quarterly writeup, including a letter from Nick Crow, CFA, President of Motley Fool Wealth Management, comes out this month. You can access it from your Client Dashboard.
If you’re contributing to a college savings plan, also known as a 529 plan, check to see if your state allows you to deduct those contributions. If there isn’t a deduction, consider moving to one with a high rating from the Morningstar 529 report.
With the latest tax change, known as SECURE Act 2.0, excess savings in 529 plans could be eligible to be converted to a Roth IRA. That’s along with previous changes that expanded the use of 529 plans to include payment for secondary tuition and paying down student loans. This has truly become a flexible and potentially powerful savings vehicle for parents and grandparents.
You’re a third of the way through the year, and it’s a good time to check in on your progress towards the wealth goals you identified in January. Is your plan working? Do you need to change how you’re going about achieving your goals? Do the goals themselves need to change?
We set goals to help us build the life we want, and sometimes circumstances change. It’s always okay to update your goals to match what’s happening now.
If your payroll withholdings aren’t sufficient to cover your tax payments, send your estimated payment to the IRS for money earned between April 1 and May 31. Note that this covers two months, not three!
If you don’t yet have an IRA, consider opening one, especially if you anticipate landing in a lower tax bracket as you age. Depositing money in an IRA may lower your current tax bill, all else being equal, and the money will be able to grow tax-free until you take it out.
If you already have an IRA, consider adding funds. The 2025 limit is $7,000 for those under 50 and $8,000 for those 50 and above.2
While you’re required to take minimum distributions (RMDs) from sponsored retirement plans and traditional IRAs accounts by the end of every calendar year, you don’t have to wait until December. Identifying how much you need to withdraw, how you’d like to do it (lump sum or in increments), and what market conditions you’d prefer to do it in can help you optimize your distributions. And don’t forget that you don’t have to spend that money! You can reinvest it for your future.
You’ve probably named beneficiaries for many of your accounts, including your 401(k), your IRA, and your life insurance. But did you know you can do the same for your brokerage accounts?
It’s called transfer on death (TOD), and it exempts those accounts from a lengthy probate process. It doesn’t exempt the accounts from being treated as part of your estate, including settling any debts, but it can ease the executor process for your heirs. Ask your bank or brokerage for a beneficiary form.
Keep us up to date by reviewing your Client Profile and making sure any changes that have happened in your life are reflected. The more we know, the better we can serve you.
We believe in transparency. To that end, our Portfolio Managers review all of our investing strategies every quarter to certify that you understand what we’re investing in and why—as well as how we’ve performed. Our most recent quarterly writeup, including a letter from Nick Crow, CFA, President of Motley Fool Wealth Management, comes out this month. You can access it from your Client Dashboard.
When life changes happen, it’s easy to forget some of the necessary paperwork. Double check your accounts to make sure your beneficiary designations are up to date, including your life insurance, 401(k) accounts, and IRAs. No matter what your will says, the beneficiary designations will prevail, so making sure they’re accurate is important.
If you have wills, trusts, or powers of attorney set up, review these estate planning documents to be sure they’re current and reflect your wishes. It’s easy to lose sight of these once they’re set up, and changes to your life and circumstances may require updates.
If you don’t have a will or powers of attorney set up, consider contacting a lawyer to have them drawn up. They don’t have to be complicated or expensive, but having them in place can make crises less onerous for you and for your loved ones. And that’s priceless.
If your payroll withholdings aren’t sufficient to cover your tax payments, send your estimated payment to the IRS for money earned between June 1 and August 31.
While the designation of National Preparedness Month was conceived as physical preparedness for emergencies, there are also plenty of ways to consider your financial preparedness as well, such as:
You’re two-thirds of the way through the year, and it’s a good time to check in on your progress towards the wealth goals you identified in January. Is your plan working? Do you need to change how you’re going about achieving your goals? Do the goals themselves need to change?
We set goals to help us build the life we want, and sometimes circumstances change. It’s always okay to update your goals to match what’s happening now.
It’s about to be open enrollment season, that window of time when you’re able to make changes to your Medicare benefits—including joining, switching, or dropping a Medicare Advantage plan, and joining or dropping a Medicare drug plan if you’re in Original Medicare. Make sure your plan is working for you.
If you’ve reached the milestone age of 73 or better, the federal government is very interested in your pre-tax retirement savings accounts, including 401(k)s, 403(b)s, TSPs, and traditional IRAs. Specifically, you’re required to withdraw (and pay taxes on) amounts accumulated in your pre-tax accounts.
The rules can be tricky to navigate, particularly if your spouse is much younger than you are or if you’ve inherited an IRA. The good news is that a Wealth Advisor can help you navigate this maze. The deadline for taking your RMD is typically December 31, unless it’s your inaugural distribution, in which you have until April 1 of the following year. We think it’s better to get this off your to-do list sooner, rather than pushing it to the deadline, since the government imposes penalties for being late (and the end of the year is already hectic!).
We believe in transparency. To that end, our Portfolio Managers review all of our investing strategies every quarter to certify that you understand what we’re investing in and why—as well as how we’ve performed. Our most recent quarterly writeup, including a letter from Nick Crow, CFA, President of Motley Fool Wealth Management, comes out this month. You can access it from your Client Dashboard.
It’s about to be open enrollment season, that window of time when you’re eligible to make changes to your employment benefits for next year, including signing up for a health insurance plan, funding flexible spending accounts (FSAs) and HSAs (health savings accounts), and signing up for additional life and disability benefits. While you can’t predict what issues might arise in 2026, maximizing your benefits can help you save more for retirement.
Consider enrolling in a health savings account, or HSA, if your employer offers one, because it could make a difference in your long-term wealth plan. An HSA is an investment account in your name that is earmarked for health/medical expenses. These have a triple tax benefit: The contributions are tax deductible, the growth in the account is tax-free, and qualified distributions are also tax-free. The annual contribution limits for HSAs are $4,300 for the individual and $8,550 for family coverage.5 We believe that HSAs are most beneficial for folks without chronic conditions who can afford to pay for health care needs mostly out of pocket.
If the taxes you’re likely to pay on your realized capital gains this year are significant, you might consider selling other investments at a loss to counterbalance those gains with realized losses. This strategy can be most useful when you’re in a higher tax bracket, but be careful not to run afoul of the wash-sale rule: If you buy the same or substantially similar security within 30 days, the IRA will disallow that loss.
In January, the income-related monthly adjustment amount (IRMAA) on Medicare Parts B and D will update based on your reported income. Here’s the catch: It’s based on your reported income from two years ago. If this applies to you, it will be listed in your Social Security Benefit Rate Change Notice. The difference between the lowest and highest Medicare Part B premiums is $419.30 per person per month, which adds up to over $10,000 annually for a retired couple.
Tax time is coming, and investment income can be the difference between that sweet refund check and the hefty check you write to the IRS. While circumstances can still change between now and the end of the year, estimate your realized gains and losses so you can be prepared for any taxes you’ll need to pay. You can also review your investment statements for your year-to-date earnings for interest and dividends.