Accounting in the Wild

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. 

Recent Episodes

W-9, 1099-K, and the Tax Benefit Rule: What Every Accountant Should Know (Fall 2025 Update)
Oct. 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 offic
Overtime Deduction, Trump Accounts & 1099 E-Filing — Big Beautiful Bill Updates
Aug. 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 aroun
Summertime Tax Moves, Expiring Credits, and That Big Beautiful Bill
July 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?🚗 A...
Data Security for Accountants, with Nick Mullen of Entoo Security
July 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 protection How hackers use DocuSign, QuickBooks, and even deepfakes to target small firms Why antivirus
Unlocking Tax Savings: Cost Segregation and Section 179D
July 1, 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 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
The Big Beautiful Bill: Major 1099 Reporting Changes Explained (Plus an Update on the IRS FIRE System)
June 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 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

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