#early-filing-penalties

#early-filing-penalties

These figures reflect what we see every day. Compliance isn't difficult because people are careless—it's difficult because it's fragmented, deadline-driven, and overwhelmingly manual.

7 On Your Side and a team of tax experts will answer your questions about changes to the tax law, new deductions, deadlines, and much more.

The person that does get audited does not just get slapped on the hand. You could end up paying penalties and interest in addition to what you owe. In extreme cases, you could also be prosecuted. This tax season, take the time to vet any tax advice you're considering.

The key to selling underperforming holdings at a loss and using those losses to cancel out capital gains on a dollar-for-dollar basis is to bring one's capital gains level down as close as possible to zero. Additionally, it's possible to use $3,000 of capital losses per year to offset other ordinary income, so there's the potential here with such a strategy to actually lower one's overall tax burden by selling the right securities at the correct time.

As the 2025 tax season approaches, Bill Bisson is stuck in tax limbo, still waiting for the Canada Revenue Agency to resolve a $3,471 penalty stemming from his 2023 return a charge he and his tax adviser say is an obvious CRA error. It's frustrating, it has created a lot of stress for me, said Bisson, who lives in Beaver Bank, N.S., just outside Halifax. It just keeps hanging over my head.

Tax filing season officially begins on Monday, January 26. If you missed the news last year, the IRS has ended its Direct File Service. My home state joined the program in 2025, and while it wasn't the only free option for filing taxes, I can attest it was absolutely the easiest -- especially if your tax situation goes beyond basic W-2 forms. (I was surprised to learn that fewer than 300,000 people used the service last year.)

Days before the 2026 tax filing season begins, the head of the IRS announced a shake-up Tuesday, saying the personnel and operational changes are intended to improve taxpayer service and modernize the agency. The timing of the announcement coincides with a critical moment for the agency, as the IRS prepares to process millions of tax returns while simultaneously implementing major tax law changes under the tax and spending package President Donald Trump signed into law last summer.

Millions nationwide have begun the process of filing their yearly taxes - including many immigrants without a permanent immigration status. But since President Donald Trump's return to the White House, his administration has sought access to IRS data - including taxpayers' addresses - to further its immigration crackdown and locate undocumented immigrants. And last April, ICE and its parent agency, the Department of Homeland Security, secured a data-sharing agreement with the IRS, alarming many taxpayers who use ITINs to file.