Should you chat with an IRS agent who knocks on your door?

Talking up front about tough subjects like how you work, how you deal with stress and your expectations for the business can save lots of headaches later.

Dealing with taxes can be a daunting task, and one aspect that often causes stress and financial strain is the possibility of IRS underpayment penalties. These penalties can occur when you don't pay enough in taxes throughout the year, whether you're a self-employed individual, a small business owner, or an employee with multiple sources of income.

Bogus claims on social media are nothing new. But when it comes to taxes, misleading information on social media can lead to financial or even legal problems, the IRS warns.

We decided to find out by asking two different generative-AI tools to write a business plan for a fictional startup—a travel app focused on the U.K.’s Yorkshire region. What did these tools do well, we wanted to know, and what are their limitations?

To the millions of taxpayers awaiting refunds, it can be puzzling that the IRS still needs weeks, months or more to crunch the numbers and transfer the money—when most of the process is automated.