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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Is 2025 the Year to Retire? 5 Financial Must-Dos Before You Make the Leap

Is 2025 the Year to Retire? 5 Financial Must-Dos Before You Make the Leap

Ready to retire in 2025? Start with these five must-do steps—like reevaluating your savings, navigating RMDs, and maximizing Social Security—to lock in a confident, stress-free retirement.

14 Tammi 20258min

Untangling the Tax Maze: Who Claims the Kids After Divorce?

Untangling the Tax Maze: Who Claims the Kids After Divorce?

When parents go through a separation or divorce, one of the many complex issues they face is determining who gets to claim the children as dependents for tax purposes. This decision can significantly ...

14 Tammi 202511min

Essential Guide to 1099 Issuance for Small Businesses: Avoid Common Pitfalls

Essential Guide to 1099 Issuance for Small Businesses: Avoid Common Pitfalls

Discover the key rules for 1099 issuance, especially when payments cross into the new year. Learn how to avoid penalties and streamline your tax reporting with expert help from our firm. Perfect for s...

14 Tammi 20254min

Should We Tax the Moon? A Bold Proposal for the Final Frontier

Should We Tax the Moon? A Bold Proposal for the Final Frontier

As lunar exploration ramps up, Kevin Brown’s moon tax proposes a way to ensure equitable benefits for all humanity. Learn how this bold idea could shape our future.

13 Tammi 202512min

The Rise of Fractional Hiring for SMBs: What It Is, How It Works, and Why It’s Trending

The Rise of Fractional Hiring for SMBs: What It Is, How It Works, and Why It’s Trending

Are you curious about fractional hiring? Learn how small and mid-sized businesses can leverage on-demand experts—like fractional sales or marketing pros—while cutting costs and staying agile.

8 Tammi 202514min

What to Do If You Missed the December 31 Tax Deadline for Key Deductions

What to Do If You Missed the December 31 Tax Deadline for Key Deductions

Did you miss the year-end tax deadline? Learn last-minute strategies—like funding a SEP-IRA or fixing bookkeeping errors—to recoup lost deductions and maximize tax savings.

8 Tammi 202511min

Potential Tax Changes in 2025: What You Need to Know

Potential Tax Changes in 2025: What You Need to Know

Big tax changes are coming in 2025! Learn how expiring TCJA provisions, IRS adjustments, and retirement updates may impact you. Contact us for guidance.

8 Tammi 202513min

Why Your New Year’s Resolution Should Be “Profit First” in 2025

Why Your New Year’s Resolution Should Be “Profit First” in 2025

Stop chasing empty revenue goals and start focusing on what really matters—your bottom line. Learn how a “profit first” mentality can boost your cash flow, guide smarter decisions, and kick off the Ne...

7 Tammi 20259min

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