Why this matters to owner-operators and fleets South Carolina’s Department of Revenue (SCDOR) keeps a single, searchable clearinghouse of tax guidance—its Advisory Opinion Search. It’s where the agency posts Information Letters, Revenue Rulings, and Procedures that can move filing dates, clarify rates, and explain exemptions. That page also spells out…

Online chatter meets a federal case Social media lit up over the weekend with claims that some CDL applicants in Wisconsin hid Bluetooth devices to cheat on knowledge exams. Separately—and importantly, on the record—court filings and local reporting in Milwaukee describe a federal investigation into an alleged permit-test cheating ring…

Why this matters now Three fast-moving developments touch safety enforcement, driver vetting and freight flows. FMCSA is threatening to withhold nearly $75 million from Pennsylvania over alleged violations tied to non‑domiciled CDLs. New York prosecutors detailed an exam‑cheating scheme at a Long Island DMV that allowed unqualified applicants to obtain…

Why this matters to owner-operators and fleets Plenty of folks in trucking are retired from federal service—or have spouses who are—while still running a truck or managing a fleet. If you receive a civil service annuity from the U.S. Office of Personnel Management (OPM), the way your 1099‑R is delivered…

The short answer Yes—Cash App does report certain payments to the IRS. As a “third‑party settlement organization” (TPSO), Cash App must send Form 1099‑K to qualifying business users and to the IRS. After Congress changed the rules in October 2025, TPSOs now report only when a payee has both more…

Why this matters to fleets and owner-operators Massachusetts’ Paid Family and Medical Leave (PFML) program has several updates taking effect for the 2026 calendar year that will change payroll, postings, and tax handling for carriers with even one Massachusetts employee—think in-state drivers, dispatchers, or terminal staff—and for self-employed owner-operators who…