Episodes

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 offic...

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 aroun...

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?🚗 A...

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 protection How hackers use DocuSign, QuickBooks, and even deepfakes to target small firms Why antivirus ...

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 qualifies How cost segregation works and when it makes sense IRS audit considerations and Form 3115 catch-up strategies The surprising connection between 179D, cost seg, and the R&D credit ...

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 2026 Return of the 200 transaction / $20,000 rule for Form 1099-K New reporting form for auto loan interest The planned phase-out of the FIRE system by Decem...

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 ra...

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 serves The power of the "Ask the Expert" feature (and how Jason fits in!) Certifications for AP, AR, and 1099 professionals The value of benchmarking and perfo...

Exit planning isn’t just for business owners nearing retirement. It’s a proactive strategy that strengthens your business today, while preparing you for a successful transition in the future — whether that’s selling, passing it on, or scaling down. In this episode of the Accounting in the Wild podcast, Herb Cogliano of Aspire Growth Advisors joins us to break down why exit planning should be top-of-mind for all business owners — no matter their current stage. Guest Bio: Herb Cogliano is the foun...

Life coach Andrea Millar joins us to talk about how accountants and tax pros can maintain their mental health during tax season.

In this episode, we talk to Chris Rivera from myCPE One about offshoring. What is it? Is it something to be scared of? How can it create growth onshore and lead to more jobs being created here?

Now that most businesses have filed their 1099s for the year, what can you do now to make next 1099 season (January of 2026) better? Jason flies solo on this episode to give 4 tips.

Our guest is Randy Eickhoff with Acena Consulting. Randy gives us a nice overview of the research and development credit: what it is, what's changing for 2025, and why a tax pro (or a business) wants to work with a specialist when making credit claims.

Jason Dinesen describes what this podcast is about, in this brief introduction.