Try as we might to be thorough, some things always slip through the cracks. Now, with Tax Day behind us, many of us are ready to celebrate and forget all about taxes for the foreseeable future.
But that’s exactly how you end up in the same scrabble next April. If you want to avoid guessing at deductions and writing an unpleasant check, the period immediately after the deadline is genuinely the best time to work on your tax situation for the next year.
Here’s where you can start.
Table of Contents
ToggleHere’s our guide on how physicians end up overpaying the IRS (and what to do about it)
Figure Out Where You Stand
Before anything else, you need to determine which of three situations you’re in:
- You filed and paid. Good. Your next step is to review what happened and adjust going forward.
- You filed an extension. You bought yourself time to file paperwork, not time to pay. Extensions give taxpayers until October 15, 2026, to file, but the extension does not cover your tax liability. Any taxes owed were still due on April 15. If you underpaid or skipped paying altogether, the meter is already running.
- You missed the deadline entirely. This is the most expensive category. The failure-to-file penalty is 5% of your unpaid taxes for each month or part of a month the return is late, up to 25% of the total owed. If your return is over 60 days late, a minimum penalty applies — the lesser of $525 or 100% of the tax owed. File as soon as possible. The failure-to-file penalty is one of the costliest things the IRS can hit you with, and it stops accruing the moment you file.
If You Owe but Can’t Pay in Full
Do not ignore this.
The IRS does not stop charging interest and penalties while you work up the nerve to call them.
The current IRS interest rate on unpaid balances is approximately 7% annually, compounding daily. It held at that level through all four quarters of 2025 and into 2026. That compounds on top of whatever failure-to-pay penalties are stacking up.
You can set up a payment plan through the IRS Online Payment Agreement tool.
Short-term payment plans are available if you owe less than $100,000 in combined tax, penalties, and interest. Long-term installment agreements require you to owe $50,000 or less and to have filed all required returns.
If you file your return on time and have an approved payment plan in place, the failure-to-pay penalty drops from 0.5% per month to 0.25% per month.
Setting up a payment plan online with direct debit carries a setup fee of $22. The non-direct-debit online option costs $69. Setting a payment plan up by phone or mail costs more. $107 with direct debit and $178 without. Online and direct debit is the cheapest route.
If this is your first time in this situation, ask about the IRS First Time Abate program. It won’t remove the underlying tax, but it can remove failure-to-file and failure-to-pay penalties for taxpayers with a clean compliance history. The IRS does not advertise this proactively.
Learn more: 11 Tax Deductions Physicians Miss (That Could Save You $50K+ This Year)
If You Got a Refund, Don’t Squander It
The average refund in 2026 is running around $3,521 as of late March, up more than 11% from the same point last year.
That bump is largely a byproduct of the One Big Beautiful Bill Act passing mid-year in 2025 while employers kept withholding at the old rates.
Because the law was enacted mid-year and withholding tables weren’t updated, many workers had more taken out of their paychecks than they actually owed.
A refund is your own money. The IRS held it interest-free for up to a year, sort of like a zero-yield loan you gave the federal government.
What you do with the refund matters more than getting it. The priority order most financial planners would recommend:
- Pay off any high-interest debt first (credit card APRs are routinely above 20%).
- Shore up your emergency fund if it’s thin.
- Direct what’s left toward retirement contributions or other investment accounts.
$3,521 invested at the S&P 500’s average long-term rate of return would be worth roughly $61,500 after 30 years. Letting it sit in a checking account gets you none of that.
Also read: Backdoor Roth vs Taxable Investing for High Earners
Adjust Your Withholding Now
This step is the one most people skip, which is why so many get caught by a surprise tax bill or an oversized refund year after year.
If you got a large refund, you’re being over-withheld. If you owed a significant amount at filing, you’re under-withheld.
Either situation is fixable by submitting a new Form W-4 to your employer. You can update your W-4 at any time — a new job, a marriage, a new child, or a significant income change are all good reasons to revisit it.
The IRS Tax Withholding Estimator is the simplest tool for working out what your W-4 should say. Run it now, while your 2025 return is fresh and you have a clear picture of your income and deductions.
Doing this in April rather than December means your paychecks reflect the right amount for the majority of the year, not just the last few weeks.
If you’re self-employed or have significant income outside of wages (freelance work, dividends, rental income, capital gains) withholding adjustments aren’t enough on their own. That brings us to the next section.
Get Your Quarterly Estimated Payments On Track
In 2026, estimated tax payments are due April 15, June 16, and September 15. The fourth and final payment is due January 15, 2027.
The April 15 deadline just passed, which means Q1 is now either paid or already late. Q1 covers January through March income. Q2 covers April and May. Q3 covers June through August. Q4 covers September through December.
The uneven structure catches a lot of people off guard — Q2 is only two months of income but still requires 25% of your estimated annual liability.
You’re generally required to make estimated payments if you expect to owe at least $1,000 in federal tax for the year after subtracting withholding and refundable credits, and your withholding and refundable credits will cover less than 90% of your current-year liability or 100% of last year’s — whichever is smaller. The threshold is 110% of last year’s liability if your prior-year adjusted gross income exceeded $150,000.
That 110% rule is the safe-harbor benchmark most tax advisors recommend anchoring to. Calculate what you paid in total federal tax for 2025, multiply by 110% if your AGI was over $150,000, and divide by four.
Pay that amount each quarter and you won’t owe underpayment penalties regardless of what your 2026 income ends up doing.
The current underpayment penalty rate is approximately 7% annually, compounded daily. A $10,000 missed payment for one quarter costs roughly $175 in penalties.
IRS Direct Pay is the simplest payment method. It’s free, pulls directly from your bank account, and gives you an immediate confirmation number. EFTPS allows you to schedule payments months in advance, which removes the risk of forgetting entirely.
Start the 2026 Roth Conversion Window
Roth conversions must happen within the calendar year to count — there’s no April deadline reprieve the way there is for IRA contributions. That means the window for converting 2026 dollars at 2026 tax rates opened January 1 and closes December 31.
Post-filing is actually a smart time to plan a conversion, because you just ran your full income picture for 2025.
You know what bracket you landed in. You can model what 2026 looks like and identify whether you have room to convert pre-tax IRA or 401(k) dollars into Roth dollars without jumping into the next bracket.
There’s no annual limit on conversion amounts, and no income restriction for Roth conversions. For a married couple with no other income in 2026, the conversion capacity within the 12% bracket alone is approximately $133,000.
The One Big Beautiful Bill Act permanently extended the existing seven tax brackets (10%, 12%, 22%, 24%, 32%, 35%, and 37%), removing the “convert before rates go up” urgency that advisors had been leaning on for years.
The rates are staying. But converting now rather than later still matters enormously for tax-free compounding over decades, and for reducing future required minimum distributions that will otherwise push you into higher brackets at 73 or 75.
If your income will be lower than usual in 2026, perhaps due to a sabbatical, a business year with heavier deductions, or a gap between jobs, that’s a natural conversion window. Keep in mind that conversions are irrevocable, so work through the calculations carefully before executing.
Learn more: Backdoor Roth IRA 2026: A Step-by-Step Guide with Vanguard
Run a Mid-Year Tax Projection
Most people treat their taxes as a once-a-year event. Treating them as a quarterly check-in means you aren’t blindsided by surprises.
A mid-year projection (ideally in June or July) means you look at your year-to-date income, estimate your full-year income, and calculate where you’re likely to land.
That projection tells you whether you need to adjust your estimated payments, whether you have room for a Roth conversion, whether bunching charitable contributions into this year makes more sense than spreading them out, and whether any major financial events on the horizon, like selling a home, exercising stock options, or taking a large distribution, need tax planning around them.
The 2026 standard deduction is $32,200 for married couples filing jointly, $24,150 for heads of household, and $16,100 for single filers.
If you’re close to the itemization threshold, knowing that in July rather than April gives you time to do something about it — like bunching two years of charitable contributions into 2026 or accelerating deductible expenses.
Also read: How does the One Big Beautiful Bill Act Affect High-Income Individuals and Taxpayers?
Consider Tax-Loss Harvesting Opportunities Year-Round
Most people think of tax-loss harvesting as a December activity. It can be, but doing all of it in December means you’re competing with every other investor who had the same idea, often selling into a market that’s already been pushed down by the same end-of-year selling pressure.
Tax-loss harvesting is when you sell positions in your taxable accounts that are sitting at a loss, realize those losses, and use them to offset capital gains elsewhere in your portfolio.
Losses can offset capital gains dollar-for-dollar, and net losses exceeding gains can offset up to $3,000 of ordinary income per year. Losses beyond that carry forward into subsequent years.
For 2026, married couples filing jointly can hold up to $98,900 in taxable income and still pay 0% on long-term capital gains. If you’re below that threshold or close to it, you may also have the opposite opportunity: realizing gains at zero federal tax, then repurchasing the same position at the new, higher cost basis — essentially stepping up your basis for free.
The wash-sale rule is a critical constraint. If you sell a security at a loss and buy a substantially identical security within 30 days before or after the sale, the IRS disallows the loss. Buying a different ETF that tracks a different index, or waiting 31 days before repurchasing, keeps you out of the firing zone.
Organize Your Records Now
One of the most practical things you can do in the weeks after filing is set up a system for the documents you’ll need next year. While not an exciting notion, it is far better than searching for the receipt of a January expense in March.
The IRS recommends keeping tax records for at least three years from the date you filed the return, or two years from when you paid the tax — whichever is later. For situations involving substantial underreported income, the IRS has six years. For fraudulent returns, there’s no time limit.
The IRS issues most refunds within 21 days for e-filed returns, but some require additional review. Refund status is trackable at irs.gov/refunds, via the IRS2Go app, or through your IRS Individual Online Account.
Keep digital copies of your W-2s, 1099s, investment statements, charitable contribution receipts, business expense records, and any correspondence with the IRS. If you’re self-employed, separate your business expenses monthly rather than annually.
The problem of trying to remember what a $78 Amazon charge was for in November is entirely avoidable.
Review the OBBBA Changes That Affect Your 2026 Planning
The One Big Beautiful Bill Act, signed in July 2025, made several changes that affect 2026 planning specifically.
As mentioned earlier, the standard deduction is now $32,200 for married filing jointly, $24,150 for heads of household, and $16,100 for single filers — all permanent and inflation-adjusted going forward.
Workers who receive qualified overtime compensation can now deduct up to $12,500 ($25,000 for married couples filing jointly) of that overtime pay. The deduction phases out above $150,000 AGI for single filers and $300,000 for joint filers.
A new senior deduction of $6,000 per eligible person ($12,000 for couples if both qualify) is available to taxpayers 65 and older. The phase-out starts at $75,000 AGI for single filers and $150,000 for joint filers.
This deduction runs through 2028 and is temporary, which makes the next three years particularly valuable for conversions and other income-timing moves for anyone in that age range.
The SALT deduction cap increased to $40,000 for joint filers and $20,000 for married individuals filing separately. For taxpayers in high-tax states who had been capped at $10,000 for years, this is a meaningful change.
If you’re now able to itemize where you previously couldn’t, that changes your optimization math for 2026.
In case you missed it: One Big Beautiful Bill Act: What It Means for Physician Taxes in 2025 and 2026
Don’t Skip the Extended Deadline If You Filed an Extension
If you filed Form 4868 in April, your paperwork is due by October 15, 2026.
That may feel distant right now, but that’s exactly how October 14 arrives with you scrambling again.
Use the summer months to gather anything you were still waiting on in April — K-1s from partnerships or S-corps, corrected 1099s, foreign account information.
For business owners using a SEP-IRA or Solo 401(k), you can still make 2025 contributions up to the extended filing deadline of October 15, 2026.
The cleanest financial years are rarely the result of a productive April. They come from decisions made in May, June, July, while the previous year’s data is fresh and the current year is still shapeable. The tax code rewards people who plan ahead.
The Q2 estimated payment is due June 16. That’s your next marker. Set a reminder.
Frequently Asked Questions
What should I do immediately after the tax deadline passes?
Start by figuring out which situation you’re in. If you filed and paid, your next move is reviewing what happened and adjusting your withholding for the rest of the year. If you filed an extension, remember that you only bought extra time to submit paperwork — any taxes owed were still due April 15, and interest is compounding on any unpaid balance. If you missed the deadline entirely, file as soon as possible. The failure-to-file penalty runs 5% of unpaid taxes per month, up to 25% of the total owed, and it stops the moment you file.
What happens if I owe taxes and can’t pay after Tax Day?
The IRS does not pause penalties and interest while you decide what to do. The current interest rate on unpaid balances is approximately 7% annually, compounding daily. Your best move is to pay what you can immediately, then set up a payment plan through the IRS Online Payment Agreement tool. Short-term plans are available for balances under $100,000. Long-term installment agreements cover balances of $50,000 or less. Having an approved payment plan in place cuts your failure-to-pay penalty in half, from 0.5% per month to 0.25% per month. If this is your first offense, ask about the IRS First Time Abate program, which can remove the penalties entirely for taxpayers with a clean compliance history.
Is a big tax refund actually a good thing?
Not really. A large refund means you gave the federal government an interest-free loan for up to a year. The average refund in 2026 is running around $3,521, up more than 11% from 2025, largely because the One Big Beautiful Bill Act passed mid-year while employers kept withholding at the old rates. That money sat with the IRS instead of working for you. The smarter play is to adjust your W-4 so your paychecks more accurately reflect what you actually owe, and to get that money into high-interest debt payoff, an emergency fund, or investment accounts throughout the year rather than as one lump sum in spring.
How do I adjust my tax withholding after filing?
Submit a new Form W-4 to your employer. You can do this at any time during the year. The IRS Tax Withholding Estimator at irs.gov walks you through it using your most recent return as a reference. If you got a large refund, increase your allowances so less is withheld each paycheck. If you owed a significant amount, lower them. Doing this in April or May means the correction applies to the bulk of the year, not just the last few pay periods. If you have income outside of wages, including freelance work, dividends, or rental income, you will also need to make quarterly estimated payments on top of any withholding adjustments.
When are the 2026 quarterly estimated tax payments due?
The four deadlines for 2026 are April 15, June 16, September 15, and January 15, 2027. Q1 covers January through March. Q2 covers only April and May. Q3 covers June through August. Q4 covers September through December. The Q2 window is only two months long but still requires 25% of your estimated annual liability, which catches a lot of people off guard. If your adjusted gross income exceeded $150,000 in 2025, the safe harbor threshold is 110% of last year’s total federal tax liability divided by four. Pay that amount each quarter and you avoid underpayment penalties regardless of what your 2026 income does.
Who needs to make quarterly estimated tax payments?
Generally, anyone who expects to owe at least $1,000 in federal tax after subtracting withholding and refundable credits, and whose withholding will not cover at least 90% of their current-year liability or 100% of last year’s, whichever is smaller. This applies to freelancers, self-employed individuals, landlords, investors with significant capital gains or dividend income, and W-2 employees whose withholding falls short due to multiple jobs or other income sources.
Can I still do a Roth conversion after April 15?
Yes. Roth conversions are not subject to the April deadline. The window runs from January 1 through December 31 of the tax year in question. The post-filing period is actually a useful planning moment for conversions because you just finished running your full income picture for 2025. You know your bracket, you can model 2026 forward, and you can identify whether you have room to move pre-tax retirement dollars into Roth without crossing into a higher bracket. There is no annual dollar limit on conversions, and no income restriction. For a married couple with no other taxable income in 2026, the conversion capacity within the 12% bracket alone is approximately $133,000. Conversions are irrevocable, so run the numbers carefully before executing.
What is the One Big Beautiful Bill Act and how does it affect my 2026 taxes?
The One Big Beautiful Bill Act was signed in July 2025 and permanently extended the Tax Cuts and Jobs Act tax rate structure while adding several new provisions. For 2026, the standard deduction is $32,200 for married couples filing jointly, $24,150 for heads of household, and $16,100 for single filers. Workers receiving qualified overtime can deduct up to $12,500 individually or $25,000 for married couples, phasing out above $150,000 AGI for single filers. A new senior deduction of $6,000 per qualifying taxpayer aged 65 or older is available through 2028, phasing out starting at $75,000 AGI for single filers and $150,000 for joint filers. The SALT deduction cap rose to $40,000 for joint filers, a significant change for taxpayers in high-tax states who had been capped at $10,000 for years.
What is tax-loss harvesting and when should I do it?
Tax-loss harvesting is the practice of selling taxable investments that are sitting at a loss, realizing those losses on paper, and using them to offset capital gains elsewhere in your portfolio. Losses offset gains dollar-for-dollar. If your losses exceed your gains, up to $3,000 can be deducted against ordinary income per year, with the remainder carrying forward into future years. Most people treat this as a December task, but spreading it across the year means you are not selling into a market already pressured by everyone else doing the same thing at year end. For 2026, married couples filing jointly with taxable income under $98,900 pay 0% on long-term capital gains, which also creates the opposite opportunity: realizing gains at zero tax and resetting your cost basis higher. The wash-sale rule prohibits buying a substantially identical security within 30 days before or after a loss sale, so plan accordingly.
How long should I keep my tax records?
The IRS recommends keeping records for at least three years from your filing date, or two years from when you paid the tax, whichever is later. If you significantly underreported income, the IRS has six years. There is no time limit for fraudulent returns. Keep digital copies of W-2s, 1099s, investment statements, charitable donation receipts, business expense records, and any IRS correspondence. If you are self-employed, categorizing expenses monthly rather than trying to reconstruct them in March is one of the simplest ways to make the following tax season less painful.
What happens if I filed a tax extension but still haven’t gathered all my documents?
Your extended filing deadline is October 15, 2026. Use the months between now and then to collect whatever you were waiting on in April, including K-1s from partnerships or S-corps, corrected 1099s, and foreign financial account information. If you own a business and use a SEP-IRA or Solo 401(k), you can make 2025 contributions all the way up to the October 15 extended deadline, which is a meaningful planning window that most extended filers miss. Do not wait until October 14. The summer window exists precisely so you are not scrambling again.
What is the IRS First Time Abate program?
First Time Abate is an administrative penalty relief option the IRS offers to taxpayers who have a clean compliance history, meaning no penalties in the three prior tax years and all required returns filed on time or with an extension. If you qualify, the IRS can remove failure-to-file and failure-to-pay penalties. It does not remove the underlying tax owed or the interest that has accrued. The IRS does not notify you that you qualify. You have to request it directly, either by calling the number on your notice or submitting a written request. It is one of the most underused relief mechanisms available to individual taxpayers.










