Episodes
Nov. 18, 2025
The W-9 Shake-Up: What the New Draft Form Could Mean for Sole Proprietors
The IRS quietly released a draft Form W-9 in mid-September — and one proposed change could have a major impact on how businesses collect taxpayer identification numbers from sole proprietors and single-member LLCs. In this episode, Jason Dinesen — The 1099 Guy — breaks down what’s in the draft, why the change matters, and what AP, procurement, and vendor onboarding teams should do now (and not do yet). This is a big one: the IRS is proposing that sole proprietors would no longer be allowed to p...
Nov. 12, 2025
The $600 Threshold’s Long Goodbye
The $600 reporting threshold for 1099s has been with us since 1954 — older than Elvis and untouched by inflation. But starting with 2026 payments, it’s finally changing to $2,000 and will be indexed going forward. In this episode, host Jason Dinesen — The 1099 Guy — explains why the threshold lasted so long, what’s changing under the Big Beautiful Bill, and what steps accounting and finance professionals should take to prepare. You’ll learn: The history and legal background of the $600 rule H...