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 Profitable Businesses Still Run Out of Cash (And What CFOs Watch Instead)

Why Profitable Businesses Still Run Out of Cash (And What CFOs Watch Instead)

Many small and mid-sized businesses are profitable on paper but still feel cash-strained. Here’s why cash flow behaves differently from profit, and why it’s a CFO advisory conversation worth having.

12 Feb 9min

Big Changes for Pension Catch-up Contributions

Big Changes for Pension Catch-up Contributions

2025 brought significant changes to pension contributions by introducing an additional catch-up amount for taxpayers aged 60 through 63, followed in 2026 with a requirement that catch-up contributions...

12 Feb 10min

Using a Ghost Preparer? Who Are You Going to Call When the IRS Comes Knocking?

Using a Ghost Preparer? Who Are You Going to Call When the IRS Comes Knocking?

As people begin to have their 2025 tax returns prepared, this is a reminder to avoid unethical ghost tax return preparers whose sloppy, uneducated or fraudulently prepared returns could cause you to m...

12 Feb 10min

The Most Dangerous Number in Your Financials (And It’s Not What You Think)

The Most Dangerous Number in Your Financials (And It’s Not What You Think)

Most business owners track revenue closely — but overlook the number that actually determines sustainability. Here’s why gross margin matters more than you think, and why it’s a CFO advisory conversat...

12 Feb 8min

Received a 1099-K? What You Should Be Concerned About.

Received a 1099-K? What You Should Be Concerned About.

In recent years, the financial landscape has seen tremendous shifts, with rising participation in the gig economy and increased online sales activities. Accompanying these changes is the heightened ne...

5 Feb 13min

Why Profitable Businesses Still Feel Broke

Why Profitable Businesses Still Feel Broke

Your business is profitable, but cash feels tight. Discover how tax timing, debt, owner compensation, and entity structure can quietly drain cash flow.

5 Feb 8min

Exploring College Athletes' Evolving Income Streams: NIL Earnings and Revenue Sharing from Athletic Events

Exploring College Athletes' Evolving Income Streams: NIL Earnings and Revenue Sharing from Athletic Events

Scholarships and grants are essential for many student-athletes, providing financial support for tuition, fees, and other educational expenses, plus student-athletes, thanks to some recent court cases...

4 Feb 11min

The One Big Beautiful Bill’s Hidden Truths

The One Big Beautiful Bill’s Hidden Truths

Beneath the surface of the One Big Beautiful Bill Act’s touted benefits lies a complex web of provisions that may not deliver on all political promises, especially no tax on Social Security, tips and ...

4 Feb 10min

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