Guides and updates on trucker taxes, Form 2290 HVUT, IFTA filings, business expenses, and financial tips for owner-operators.
What’s new and why it matters now A new entrant in the AI-for-tax arena, TaxGPT, is pitching itself as a 24/7 copilot for tax professionals and businesses, with features that resonate for owner-operators and fleet finance teams. The platform promises…
One-stop, free tax help on four Wednesdays in February The New York Public Library’s Ottendorfer branch in Manhattan will host free, in‑person income tax preparation with Single Stop on Wednesday, February 4, 11, 18 and 25, 2026, from 11 a.m.…
What changed and when comments are due The IRS has opened a public comment window on the paperwork burden tied to employer “employee benefit excise tax” filings—most notably Form 5330 (Return of Excise Taxes Related to Employee Benefit Plans). In…
Why this matters to owner-operators and fleets Plenty of trucking businesses set up LLCs and a growing number of owners hold some crypto on the side—whether that’s Bitcoin you’ve tucked away or loyalty tokens earned through a freight platform. Marketers…
What’s new from The Box Truck Couple In a fresh “Last Load” vlog, The Box Truck Couple marks the close of their operating year and uses the video description to point newer box-truck operators toward two easy-to-miss, no-cost essentials: getting…
Why this matters now On September 18, 2015, the U.S. Department of the Treasury and IRS issued final guidance confirming that most per capita distributions made to tribal members from funds held in trust by the Department of the Interior…
Why this matters to carriers and fleets The IRS is pressing a novel legal strategy against Meta Platforms that could broaden how the government recalculates cross‑border prices inside large companies. In a December 2025 Tax Court filing, the IRS sought…
Why this matters now for fleets and owner‑operators With filing season underway for calendar‑year businesses, the IRS’s Revenue Procedure 2025‑28 changes how companies can treat research and development costs—opening the door to immediate deductions for U.S.‑based R&D and refund opportunities…
Why owner-operators and fleets are hearing about a “$600 rule” If you’ve ever been paid through Venmo for a side haul, roadside repair, or parts resale, you’ve likely heard about a “$600 rule.” That nickname refers to a federal change…
What the “$600 rule” actually means The “$600 rule” is shorthand for a 2021 law that would have required payment apps to send IRS Form 1099-K to anyone who received $600 or more for goods and services in a year.…
