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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Trump Accounts 2026: A Powerful Financial Head Start for Your Child

Trump Accounts 2026: A Powerful Financial Head Start for Your Child

Trump Accounts in 2026 offer up to $5,000 annual contributions plus a $1,000 government seed for eligible children. Learn how they work, tax rules, projections, and how they compare to 529 plans.

17 Maalis 6min

Charitable Giving in 2026: Navigating New Tax Laws and Maximizing Your Gift’s Impact

Charitable Giving in 2026: Navigating New Tax Laws and Maximizing Your Gift’s Impact

As the landscape of charitable giving continues to evolve, 2026 ushers in significant changes in the tax treatment of donations. For both itemizers and non-itemizers, understanding the new rules is cr...

4 Maalis 12min

Things You Need to Know About Reverse Mortgages

Things You Need to Know About Reverse Mortgages

A reverse mortgage is a financial product that allows homeowners, typically aged 62 or older, to convert part of their home equity into cash. Unlike a traditional mortgage, where the homeowner makes p...

4 Maalis 16min

What Is Advisory — And Is It Right for You?

What Is Advisory — And Is It Right for You?

Advisory services go beyond historical tax and bookkeeping work to help you plan ahead, make smarter decisions, and reach long-term financial goals. Learn what advisory is and whether it’s right for y...

27 Helmi 10min

How the One Big Beautiful Bill Act Transforms R&E Tax Strategies for Businesses

How the One Big Beautiful Bill Act Transforms R&E Tax Strategies for Businesses

The One Big Beautiful Bill Act (OBBBA), signed into law on July 4, 2025, has permanently reinstated the ability for businesses to immediately deduct domestic Research and Experimental (R&E) expenditur...

27 Helmi 12min

When One Client Fuels 15%+ of Your Revenue, Buyers See Risk — Not Success

When One Client Fuels 15%+ of Your Revenue, Buyers See Risk — Not Success

If one client generates over 15% of your revenue, buyers see risk. Learn how client concentration affects valuation, due diligence, and what to do before you sell.

26 Helmi 15min

Unlock Tax Savings with the New Auto Loan Interest Deduction

Unlock Tax Savings with the New Auto Loan Interest Deduction

The IRS has introduced proposed regulations that outline the eligibility criteria for deductions on interest paid on loans for qualified passenger vehicles intended for personal use.

25 Helmi 10min

Tax Alert: Prepare for the New 1099-DA Crypto Reporting

Tax Alert: Prepare for the New 1099-DA Crypto Reporting

The reporting requirements for Form 1099-DA officially take effect for the 2025 tax year, with brokers sending the forms to taxpayers and the IRS in early 2026. Before this change, reporting digital a...

25 Helmi 15min

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