deepdive.

Welcome to DeepDive, the podcast where artificial intelligence and industry-leading expertise come together to take you deep into strategies for success in the tax and accounting industry. Each episode dives into important issues and trends, sharing insights about real tax and accounting pros, along with the latest from our CountingWorks Pro blog—all powered by AI for a listening experience you have to hear to believe.

Whether you’re looking to stay on top of industry news or just want to make sense of complex topics, DeepDive is here to keep you on the cutting edge.

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Episoder(247)

Why December 31,2026 is a Make-or-Break Date for Original QOF Investors

Why December 31,2026 is a Make-or-Break Date for Original QOF Investors

If you invested in a Qualified Opportunity Fund (QOF) using deferred capital gains, pay attention: the law requires that deferred gains be included in income no later than December 31, 2026. That dead...

25 Mai 4min

Tens of Millions Claimed New Tax Breaks — Did You Miss One?

Tens of Millions Claimed New Tax Breaks — Did You Miss One?

Early 2025 tax returns filing data indicates substantial use of the new tax law’s signature middle‑class tax changes, and the average refund rose compared with last year. However, polling suggests roo...

25 Mai 5min

Where Is My Refund? What To Do When Your Refund Is Way Overdue (And Why a New IRS Notice Might Be The Reason)

Where Is My Refund? What To Do When Your Refund Is Way Overdue (And Why a New IRS Notice Might Be The Reason)

If your federal tax refund is seriously overdue, it’s normal to feel worried — especially if you were counting on that money for bills or other expenses. Before panic sets in, here’s a clear, practica...

25 Mai 5min

Struggling to Pay Your Taxes? Here Are Solutions and Guidance

Struggling to Pay Your Taxes? Here Are Solutions and Guidance

Individuals have many options when they cannot pay their tax liability, including setting up an IRS payment plan, tapping a retirement plan, acquiring a home equity loan and borrowing money from a fri...

25 Mai 4min

The Real Cost of Hiring (It’s Not Just Salary Anymore)

The Real Cost of Hiring (It’s Not Just Salary Anymore)

Think you can afford a new hire? The true cost goes far beyond salary. Learn how to evaluate hiring decisions and avoid costly mistakes for your business.

22 Mai 4min

Gen Z Is Earning Differently—And Most Are Getting Taxes Wrong

Gen Z Is Earning Differently—And Most Are Getting Taxes Wrong

From side hustles to creator income, Gen Z is earning in new ways—but missing key tax rules. Learn the most common mistakes and how to avoid them early.

21 Mai 4min

The IRS Is Winning Tax Cases—Why “Creative” Strategies Are Getting Shut Down

The IRS Is Winning Tax Cases—Why “Creative” Strategies Are Getting Shut Down

The IRS is successfully challenging aggressive tax strategies using the economic substance doctrine. Learn what recent cases mean for your business and tax planning.

15 Mai 4min

A Surprise Refund Opportunity? Millions of Taxpayers May Be Owed COVID-Era Penalty Refunds

A Surprise Refund Opportunity? Millions of Taxpayers May Be Owed COVID-Era Penalty Refunds

A recent federal court decision could open the door for refunds of certain IRS penalties and interest assessed during the pandemic. Learn who may qualify and why July 10, 2026 matters.

14 Mai 4min

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