Accounting in the Wild

Accounting in the Wild features interviews about the day-to-day realities of being a small-to-medium-sized practitioner today. And sometimes we’ll talk about topics relating to business ownership, or to average taxpayers – a little something for everyone.

Accounting in the Wild is a business podcast hosted by Jason Dinesen, with 14 episodes on record and a Required Pod Score of 80. PitchCentric scores this show on Booking Probability, Listen Score, and live audience signals refreshed every 24 hours.

Jason Dinesen hosts Accounting in the Wild, a business show with 14 episodes published.

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  Accounting in the Wild

  W-9, 1099-K, and the Tax Benefit Rule: What Every Accountant Should Know (Fall 2025 Update)

  Oct 17, 202526 minS0

  <p>In this episode, Jason Dinesen breaks down three big updates affecting accountants, tax preparers, and small business owners in Fall 2025:<br/><br/>🔹 1. Draft W-9 Changes<br/><br/>The IRS has released a draft of Form W-9 that could significantly change how sole proprietors and single-member LLCs report their Taxpayer Identification Numbers. Jason explains:<br/><br/>What’s in the draft (and what’s not official yet)<br/><br/>Why sole proprietors might soon be required to use their Social Security Number<br/><br/>How to keep tabs on the official IRS W-9 page for updates<br/><br/>🔹 2. 1099-K Thresholds and the “B...

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  Accounting in the Wild

  Overtime Deduction, Trump Accounts & 1099 E-Filing — Big Beautiful Bill Updates

  Aug 12, 202527 minS0

  <p>Jason’s back with a grab bag of timely tax and accounting updates pulled straight from his teaching sessions and client questions.</p><p>In this episode of Accounting in the Wild, you’ll hear about:</p><b>Big Beautiful Bill (BBB)</b> — the brand-new overtime pay deduction, how “qualifying overtime” is defined under the Fair Labor Standards Act, and why W-2s aren’t changing in 2025 (but employers still have new reporting duties).<b>Trump Accounts</b> — what they are, how they work, and the unanswered questions around the $2,500 employer contribution rule.<b>Electronic filing of 1099s</b> — the difference b...

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  Accounting in the Wild

  Summertime Tax Moves, Expiring Credits, and That Big Beautiful Bill

  Jul 29, 202525 minS0

  <p>It’s summertime... but there’s still tax planning to do.</p><p>In this solo episode of Accounting in the Wild, Jason Dinesen breaks down what tax professionals (and taxpayers!) need to know right now — before key deadlines and credits disappear.</p><p><b>In this episode:</b></p>⚡ Energy credits are going away — EV, solar, appliances, and more✉️ IRS will no longer accept paper checks after September 30🏕️ Day camps and the daycare credit: what counts?💸 Overtime and tip deductions — where do they go on the return?🚗 Also the new deduction for certain car loan interest deduction -- where does it go?🧾 Written...

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  Accounting in the Wild

  Data Security for Accountants, with Nick Mullen of Entoo Security

  Jul 15, 202544 minS0

  <p>In this episode of Accounting in the Wild, Jason welcomes Nick Mullen, Chief Advisor at Entoo Security, for a critical conversation about cybersecurity for tax pros and accounting firms.</p><p>***DISCOUNT*** Mention Accounting in the Wild when you sign up for services with Entoo Security and they'll give you a 50% discount on your onboarding fees!<br/><br/></p><p>Topics:</p>Why “just don’t click the link” isn’t real protectionHow hackers use DocuSign, QuickBooks, and even deepfakes to target small firmsWhy antivirus is no longer enoughMFA: what works, what doesn’t, and how criminals get around itHow to s...

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  Accounting in the Wild

  Unlocking Tax Savings: Cost Segregation and Section 179D

  Jul 1, 202531 minS0

  <p>In this episode of Accounting in the Wild, Jason is joined once again by Randy Eickhoff of Acena Consulting for a real-world discussion on two powerful tax strategies for real estate investors and building designers: <b>cost segregation</b> and the <b>Section 179D deduction</b>.</p><p>They explore:</p>What Section 179D is and who qualifiesHow cost segregation works and when it makes senseIRS audit considerations and Form 3115 catch-up strategiesThe surprising connection between 179D, cost seg, and the R&D creditWhy these strategies are about more than just tax savings—they’re cash flow tools<p>Whether you...

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