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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Avsnitt(296)

Why Self-Employed Taxpayers Must Keep Better Records for Travel, Vehicle, and Other Business Expenses

Why Self-Employed Taxpayers Must Keep Better Records for Travel, Vehicle, and Other Business Expenses

Business expenses can reduce taxable income, but many learn too late that a deduction is only as good as the records behind it.

3 Sep 3min

Pay Off Debt or Invest? How Higher Interest Rates Change the Math

Pay Off Debt or Invest? How Higher Interest Rates Change the Math

Should you pay off debt or invest? Higher interest rates have shifted the balance. Learn how to evaluate high-interest debt, emergency savings, retirement planning, and taxes when making important fin...

2 Sep 5min

What Every Executor (Personal Representative) Should Know About Personal Liability For a Decedent’s Taxes

What Every Executor (Personal Representative) Should Know About Personal Liability For a Decedent’s Taxes

An executor of a decedent’s estate must administer the estate and distribute assets in the statutory order of priority; failure to follow those legal requirements can expose the executor to personal l...

1 Sep 6min

September 15 Is the Third Quarter Estimated Tax Deadline

September 15 Is the Third Quarter Estimated Tax Deadline

If you make or receive income that is not fully covered by withholding, September 15, 2026, is an important date on the tax calendar. It is the due date for the third installment of 2026 federal estim...

28 Aug 5min

The 10-Year Retirement Countdown: What to Do Differently at 50, 55, and 60

The 10-Year Retirement Countdown: What to Do Differently at 50, 55, and 60

Your final decade before retirement can have the biggest impact on your financial future. Learn the key planning opportunities at ages 50, 55, and 60—and why proactive tax planning matters.

26 Aug 5min

Donating Appreciated Stock Is One of the Most Tax‑Efficient Charitable Gifts

Donating Appreciated Stock Is One of the Most Tax‑Efficient Charitable Gifts

Donating long‑term appreciated stock (publicly traded shares held for more than one year) to a qualified charity is a high‑impact way for donors to support causes while obtaining favorable tax treatme...

26 Aug 5min

Inheriting an IRA: A Guide for Taxpayers

Inheriting an IRA: A Guide for Taxpayers

If you inherited a Traditional IRA after 2019, the rules are not always what people expect. The SECURE Act changed the way many inherited retirement accounts must be paid out, and now who inherited th...

24 Aug 6min

The Holiday Rush Starts Now: 7 Financial Moves Businesses Should Make Before Q4

The Holiday Rush Starts Now: 7 Financial Moves Businesses Should Make Before Q4

The holiday season starts earlier than many business owners realize. Discover seven proactive financial moves to strengthen cash flow, manage inventory, and optimize taxes before Q4.

21 Aug 5min

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