This is not a normal tax season—and this is not a year for procrastination.

In this episode of The Jeff Trapp Podcast, I break down why the current tax environment is unlike anything we’ve seen in years. Between IRS staffing shortages, processing delays, increased scrutiny, and lingering backlogs, the system isn’t broken; it’s overwhelmed. And when the IRS is overwhelmed, taxpayers who wait until the last minute often pay the price.

I walk through the key deadlines you need to be aware of, why filing an extension doesn’t extend the time to pay, and how inflation, interest rates, and a massive federal deficit are shaping the government’s growing need for revenue.

More importantly, I reframe how taxes should be viewed altogether. The tax code is an incentive-based system, and for high earners and business owners, there are legitimate ways to redirect tax dollars into government-incentivized investments, such as real estate, energy projects, and strategic business reinvestment—while staying fully compliant.

Tax season isn’t just about filing a return. It’s about strategy, planning, and being intentional long before the deadline.

If you’re earning $500,000 or more and want to stop reacting to tax season and start planning proactively, you can book a consultation with my team to review your situation and explore your options. We'll even share a copy of our tax playbook: https://www.thetaxplanningpros.com/contact-us#BookAConsultation

Happy New Year and welcome to the first episode of 2026. I'm Jeff Trapp, and today we're diving into everything you need to know to start the year off strong. From estimated tax payments to key filing deadlines for S corporations, partnerships, C corps, and individuals, this episode covers the must-know dates and rules for Q1.

We’ll also unpack major updates from the new tax law, including revised tax brackets, a higher standard deduction, and new limits for the child tax credit. I’ll break down what the IRS is doing with crypto reporting, how to handle the new 1099-DA form, and why W-2 refunds might look bigger this year.

If you're a business owner, High-income W-2 earner, or just someone who wants to keep more of your money in 2026, this episode is for you. Let’s get you caught up and on track to make this your most financially strategic year yet.

In this episode, Jeff Trapp shares year-end tax strategies that business owners and high-income W-2 earners can still take advantage of before the clock strikes midnight on December 31st.

From prepaying business expenses and deferring revenue to bonus depreciation on vehicles and charitable contributions, this episode walks through timely, actionable tactics that can still impact your 2025 return. Jeff also reflects on a record-breaking year—over $25 million saved in taxes for clients—and previews what’s ahead in 2026.

If you’re looking to lower your tax bill legally, strategically, and without last-minute chaos, don’t miss this conversation.

Subscribe, share, and get ready to close out 2025 with confidence.

In this episode, Jeff Trapp answers the most common listener questions that could upend your year-end tax plans. From changes inside the Big Beautiful Bill to updated incentives like bonus depreciation, R&D credits, and SALT strategies, Jeff breaks down what’s new for 2025 and what you can still act on before December 31. He also explains the difference between investment risk and audit risk, why most accountants never bring proactive strategies to the table, and shares a real-world example of how high-income earners use compliant, vetted tax-advantaged investments to reduce their tax bills.

If you're earning $500K to $25M or running a business and want to avoid overpaying the IRS, this listener-driven conversation gives you the clarity and timing you need to finish the year strong.

Book a free call with our team at thetaxplanningpros.com/contact-us and stay connected with Jeff Trapp and The Tax Planning Pros on Instagram, Facebook, LinkedIn, and at thetaxplanningpros.com.

Disclaimer: This content is for educational purposes only. Consult a licensed tax professional for advice specific to your situation.

It’s that time of year — not the holidays, but tax planning season. In this episode, Jeff Trapp breaks down what the ongoing IRS shutdown means for taxpayers, from refund delays to suspended audits and limited online services. He also cuts through the noise to share real-world, last-minute strategies that individuals and business owners can still use before the end of the year to save significantly on taxes. You’ll hear what’s working now, why proactive planning always beats procrastination, and what to watch for as we head into Q4.

Whether you’re a high-income W-2 earner or a business owner looking for smart deductions, this episode will give you practical insight to take action — before it’s too late.

If you found today’s episode helpful and you’re curious how proactive tax planning could work in your situation, visit www.thetaxplanningpros.com. Our team is ready to help you make the most of this critical window of time.

And if you haven’t already, be sure to follow the podcast, leave a review, and share it with someone who might benefit.

Thanks for tuning in, and here’s to a profitable, tax-efficient fall holiday season.

2025 is almost over, but there’s still time to legally cut your tax bill. In this episode, Jeff Trapp shares six powerful year-end strategies—from bonus depreciation and R&D credits to real estate, retirement, and income timing that can help you keep more of what you earn.

If you’re an entrepreneur, investor, or high-income earner, these tips will help you discover how true tax planning can help you keep more of your money instead of sending it to the IRS.

For more on how The Tax Planning Pros can help you proactively reduce your taxes, visit ⁠www.thetaxplanningpros.com⁠. And if you enjoy this episode, don’t forget to like, subscribe, and share the show with others who want to pay less tax.

Making millions in revenue but still feeling broke? In this episode, Jeff Trapp breaks down a common trap high-earning business owners fall into: chasing top-line sales while ignoring what really matters — profitability. Learn the 5 hidden profit levers that can dramatically boost your take-home pay without adding more revenue. From pricing strategy tweaks to cutting silent cost killers, Jeff shares actionable insights to help you build a more profitable, financially healthy business. Whether you're doing $500K or $5M+, this episode will challenge how you think about scaling — and show you smarter ways to win.

Book a complimentary consultation with our team by visiting us at https://www.thetaxplanningpros.com/contact-us.

If you enjoyed this episode don't forget to like, share, and subscribe to The Jeff Trapp Podcast for weekly tax-smart business growth strategies.

Now that the One Big Beautiful Bill has officially passed on July 4th, the tax landscape just shifted—big time.

In this episode, Jeff unpacks what’s really in the new law, from permanent increases to the standard deduction and child tax credit to massive wins for business owners like 100% bonus depreciation and a nearly doubled Section 179 cap. You’ll also hear what’s being phased out, which strategies are now in play, and how this bill could seriously change the way you plan for 2025.

If you're not updating your tax strategy after this, you're probably leaving money on the table.

👉 Book a call with our team: https://www.thetaxplanningpros.com/contact-us

The Senate just released its version of the sweeping new tax bill—and it’s packed with changes that could reshape your tax strategy for 2025 and beyond. In this episode, Jeff Trapp breaks down the most important updates and what business owners and high earners need to know now.

Jeff covers proposed changes to the standard deduction and senior bonus amounts, surprising moves on the SALT cap and pass-through entity tax credits, and expansions to both the child tax credit and dependent care breaks. He also dives into the return of 100% bonus depreciation, the permanence of the Section 199 business income deduction, and new limitations on tax-free tips and overtime wages. Other key insights include increased charitable deductions for non-itemizers and updates to EV credits, HSA provisions, and the QSBS exclusion for small business owners.

With July 4th around the corner, this episode sets the stage for what could be the most impactful tax reform since the 2018 Tax Cuts and Jobs Act. Hit play to stay ahead—and if you don’t have a tax strategist yet, now’s the time to find one.

A sweeping 389-page tax proposal is on the table—one that could significantly impact the planning strategies of business owners, investors, and high-income earners. In this episode of The Jeff Trapp Podcast, Jeff breaks down the newly expanded “One, Big, Beautiful Bill”—from the new 23% 199A deduction to proposed MAGA accounts and the extended IRS audit window.

💡 Key takeaways include:

• What’s changing with deductions, depreciation, and 1099 thresholds

• Who benefits (and who loses) under this bill

• What to watch for in 2025 if you're tax-savvy

  
  

If you're a high-income earner or entrepreneur looking to stay tax-smart and future-ready, this one's essential. Subscribe and share with someone who needs the edge. Ready to save on taxes? Visit www.thetaxplanningpros.com/contact-us and book a consultation with a member of our team today!