
Doug is a Chartered Alternative Investment Analyst who spent more than 20 years as a derivatives market maker and asset manager before “reincarnating” as a financial media professional a decade ago.
Before joining Britannica, Doug spent nearly six years managing content marketing projects for a dozen clients, including The Ticker Tape, TD Ameritrade’s market news and financial education site for retail investors. He has been a CAIA charter holder since 2006, and also held a Series 3 license during his years as a derivatives specialist.
Doug previously served as Regional Director for the Chicago region of PRMIA, the Professional Risk Managers’ International Association, and he also served as editor of Intelligent Risk, PRMIA’s quarterly member newsletter. He holds a BS from the University of Illinois at Urbana-Champaign and an MBA from Illinois Institute of Technology, Stuart School of Business.
Encyclopaedia Britannica's editors oversee subject areas in which they have extensive knowledge, whether from years of experience gained by working on that content or via study for an advanced degree. They write new content and verify and edit content received from contributors.
Editorâs note: This article first appeared in Money Matters, a newsletter from Britannica Money, on March 15, 2026.

Each year, by early February, our householdâs tax documents start rolling in: W-2s, investment statements, 1099s, and more. Theyâre mostly electronic, but a few still come to the mailbox. As soon as the last piece is in place, we assemble it all and start plugging it into our tax software. Within the hour, weâre ready to review and file both the federal and state forms. Easy peasy.
Oh. Did I mention that Iâm married to an accountant?
In my younger days, I was a not-so-proud member of the mid-April Procrastinators Club. Each year, âmembersâ toss all their documents into a box and let e-documents linger in the inbox until about midday on April 14, when weâd shake off the dread, cobble it all together, and hope we didnât miss anything. In a pinch, members might dial around, hoping to find a last-minute tax preparer. Some members even file late, and others seek an extension.
I donât miss that club one bit. And if youâre a last-minute, frantic filer, hereâs how you can relinquish your membership once and for allâand why itâs important.Â
The failure-to-file penalty is generally 10 times larger than the failure-to-pay penalty. Filing late costs far more than paying late.
April 15 isnât just the deadline to file your return; itâs also the deadline to pay what you owe. The two are related, but theyâre not the same thing. And the IRS treats them differently.
If you miss the filing deadline and donât request an extension, the IRS can assess a failure-to-file penalty. Thatâs typically 5% of the unpaid tax for each month (or part of a month) your return is late, up to 25%. If you file but donât pay everything you owe, you face a failure-to-pay penalty, usually 0.5% per month, plus interest. So if youâre stuck, the smart move is simple: File on time, even if you canât pay in full. You can reduce the penalty exposure dramatically just by submitting the return or filing an extension.
Speaking of extensions: Filing IRS Form 4868 buys you time to file, not time to pay. The paperwork deadline moves to October 15, but any tax you owe is still due in April, and interest charges start right away. An extension can be smart if youâre waiting on documents or want to double-check everything. But if youâre a serial procrastinator, it may just mean youâll be doing the same dance on October 14âwith a few extra months of interest costs.
Todayâs top tax programsâTurboTax, H&R Block, TaxAct, TaxSlayer, and FreeTaxUSAâuse a guided interview format. You answer questions, upload or import your forms, and the software handles the calculations and generates returns that are ready to e-file. If you get stuck or just want backup, most platforms let you talk to a tax pro for an additional fee.
For straightforward returnsâwages, basic investment income, and common tax creditsâthe system works well. But if youâre dealing with a closely held business, partnership (K-1) income, multi-state income, or a major life event, a dedicated tax professional may be worth the extra cost.
If youâve taken it down to the wire and that April 15 deadline is staring you in the face, here are a few steps that can limit the damage and lower your stress level:
After you file, leave yourself a message (a sticky note in the tax file or a message on your e-calendar): âStart in February.â Unless April 15 falls on a weekend or holiday, the tax deadline is the same every year, so donât act like itâs a surprise. The earlier you begin the tax filing process, the less it feels like a fire drill.
Need a final incentive to start early? Hereâs one: If youâre due a refund, filing sooner means getting paid sooner. With retroactive tax changes under the One Big Beautiful Bill Act (OBBBA) affecting many 2026 returns, millions of taxpayers may see money coming back. Thereâs no reason to let the government hold your money any longer than necessary.
Plan early, file as soon as you can, and get back to your life.