Accounting in the Wild

Jason Dinesen

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. 

  1. 10/17/2025

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

    In this episode, Jason Dinesen breaks down three big updates affecting accountants, tax preparers, and small business owners in Fall 2025: 🔹 1. Draft W-9 Changes 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: What’s in the draft (and what’s not official yet) Why sole proprietors might soon be required to use their Social Security Number How to keep tabs on the official IRS W-9 page for updates 🔹 2. 1099-K Thresholds and the “Big Beautiful Bill” The so-called “Big Beautiful Bill” rolled back the $600 threshold for third-party payment reporting. Jason discusses: Why the $20,000 / 200-transaction rule is back How this impacts gig workers, small sellers, and payment apps like Venmo and PayPal Whether the IRS really gained anything from the lower threshold 🔹 3. The Tax Benefit Rule Returns With the new $40,000 SALT cap and permanent standard deduction increases, more taxpayers may again face taxable state refunds. Jason explains what the tax benefit rule is, how it works, and why it’s suddenly relevant again. 🎧 Listen and Learn 🎓 Earn CPE Credit: You can earn continuing education credit for watching or listening through My-CPE.com (remember the hyphen!).

    26 min

  2. 08/12/2025

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

    Jason’s back with a grab bag of timely tax and accounting updates pulled straight from his teaching sessions and client questions. In this episode of Accounting in the Wild, you’ll hear about: Big Beautiful Bill (BBB) — 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).Trump Accounts — what they are, how they work, and the unanswered questions around the $2,500 employer contribution rule.Electronic filing of 1099s — the difference between the IRS FIRE and IRIS systems, plus when using a third-party provider might make sense.1099-K reporting threshold — BBB restores the 200 transactions / $20,000 limit.Contractor vs. employee — why the Department of Labor’s interpretation just shifted back to a pre-Biden stance.Whether you’re a tax pro, CPA, EA, or just curious about the latest changes, this episode is packed with real-world explanations you can put to use immediately. 🎓 Earn CPE credit for listening to this program through our sponsor My CPE One: https://my-cpe.com (make sure to include the hyphen — my-cpe.com).

    27 min

  3. 07/29/2025

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

    It’s summertime... but there’s still tax planning to do. 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. In this episode: ⚡ 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 Information Security Plans (WISPs) — are you in compliance?🧓 Did Congress eliminate tax on Social Security? Nope — here's what they actually didTimestamps: 00:00 – Welcome 00:27 – Expiring energy credits (EV, solar, windows) 04:34 – Section 179D update for commercial projects 06:48 – IRS ends paper checks (big change alert!) 10:35 – Day camps and the child care credit 12:49 – Daycare credit changes under BBB (starting 2026) 14:32 – Dependent care FSAs increase to $7,500 16:49 – Tip/overtime deduction ≠ AGI deduction 18:53 – Car loan interest deduction: the rules 20:48 – Written data security plans (WISP) 22:37 – Social Security taxation myths 24:47 – Final thoughts CPE Credit Available: Want continuing ed credit for this episode? Listen on MyCPE.com — search “Accounting in the Wild” to get started. Hosted by: Jason Dinesen, EA Founder of Dinesen Media Ventures | Tax Pro | Educator | Storyteller Brought to you by: MyCPE.com — offering 15,000+ hours of online CPE & CE for CPAs, EAs, and tax pros. 🎧 Subscribe on your favorite platform and stay up to date on tax topics, stories from the trenches, and interviews from the frontlines of accounting.

    25 min

  4. 07/15/2025

    Data Security for Accountants, with Nick Mullen of Entoo Security

    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. ***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! Topics: 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 securely offshore work (hint: it’s not just handing over your passwords)What the FTC Safeguards Rule and the IRS’s WISP template mean for your firmWhere and how to get started on protecting your data🎁 Special offer: Mention Accounting in the Wild and get 50% off onboarding at Entoo Security 🌐 https://www.entoosecurity.com 📩 info@entoosecurity.com 🎙️ Hosted by Jason Dinesen — accountant, educator, former radio guy, and passionate explainer of the real world behind the spreadsheets.

    44 min

  5. 07/01/2025

    Unlocking Tax Savings: Cost Segregation and Section 179D

    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: cost segregation and the Section 179D deduction. They explore: 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 toolsWhether you're a tax pro, real estate investor, or just tax-curious, this episode will give you practical insights into using the tax code to your advantage. 🔗 Learn more about Randy’s firm at acenaconsulting.com

    31 min

  6. 06/17/2025

    The Big Beautiful Bill: Major 1099 Reporting Changes Explained (Plus an Update on the IRS FIRE System)

    In this solo episode, Jason Dinesen dives into the proposed 1099-related changes in the so-called Big Beautiful Bill. From raising the reporting threshold to resetting Form 1099-K rules, this episode covers what’s really in the legislation—and what it means for you. Topics covered: Proposal to raise the $600 threshold to $2,000 starting in 2026Return of the 200 transaction / $20,000 rule for Form 1099-KNew reporting form for auto loan interestThe planned phase-out of the FIRE system by December 20261099 history trivia to impress your tax friendsWhether you're an accountant, AP professional, or just a 1099 nerd, this episode is packed with valuable insights. 📌 Note: These changes are proposed, not final—don’t update your systems just yet! 🎙️ Accounting in the Wild is sponsored by My-CPE. Get continuing education credit and access 15,000+ hours of content at my-cpe.com (with the hyphen!).

    27 min

  7. 06/03/2025

    Compliance to Advisory: Mike Grinberg on Building a Purpose-Driven Firm

    In this episode, we explore how to build a business that truly works for you — not the other way around. Mike Grinberg, a growth consultant for professional services firms, shares his insights on: ✅ Defining your owner’s intent – why you need to be crystal clear about what you want from your business ✅ Moving from transactional work to high-value advisory – how to make the leap and deliver real impact ✅ Using frameworks and methodologies as your unique IP – how to stand out and charge premium rates 🔑 Key takeaway: It’s not just about making money. It’s about building a business that aligns with your goals and desired lifestyle. 🎧 Listen and learn how to: • Identify your ideal clients • Build real relationships that go beyond compliance • Create frameworks that reduce client risk and make you the go-to expert 🔗 Connect with Mike Grinberg: LinkedIn: https://www.linkedin.com/in/mikegrinberg Website: https://www.proofpoint.marketing/ 🔗 Connect with Jason Dinesen / Dinesen Media Ventures: Website: https://www.dinesenmedia.com/ LinkedIn: https://www.linkedin.com/in/jasondinesen/

    53 min

  8. 05/20/2025

    What Is IOFM? Inside the Must-Have Resource for AP & AR Pros

    Join host Jason Dinesen live from the IOFM Spring Conference in Orlando as he sits down with Jess Scheer, Executive Editor at the Institute of Finance & Management (IOFM), to explore why IOFM is the go-to resource for Accounts Payable, Accounts Receivable, and financial operations professionals. 🎧 In this episode: What IOFM is and who it servesThe power of the "Ask the Expert" feature (and how Jason fits in!)Certifications for AP, AR, and 1099 professionalsThe value of benchmarking and performance dataUpcoming IOFM events and how to attendWhy IOFM membership often pays for itself—fastWhether you're deep in the AP trenches or overseeing a finance team, this episode unpacks how IOFM can help you get better answers, faster. 🔗 Learn more at https://www.iofm.com 🎙️ Subscribe to Accounting in the Wild for more on-the-ground insights from the world of accounting! #IOFM #AccountingPodcast #AccountsPayable #AccountsReceivable #1099 #FinancialOperations #JasonDinesen #AccountingInTheWild

    12 min
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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. 

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  • Creator
    Jason Dinesen
  • Years Active
    2K
  • Episodes
    14
  • Rating
    Clean
  • Copyright
    © 2026 Accounting in the Wild
  • Show Website
    Accounting in the Wild