Guides and updates on trucker taxes, Form 2290 HVUT, IFTA filings, business expenses, and financial tips for owner-operators.
Free help, right where you park it If you run loads in and around New York City, there’s a no-cost way to get your return filed before the crunch. The New York Public Library’s Dongan Hills branch on Staten Island…
What’s new from the National Taxpayer Advocate — and why fleets should care The National Taxpayer Advocate (NTA) has posted a string of timely blogs that matter to owner-operators and fleet managers heading into the heart of filing season. On…
Why this matters for owner-operators and fleets The National Taxpayer Advocate is warning that identity checks will continue to slow some refunds this filing season. In guidance published March 9, 2026, the Taxpayer Advocate Service (TAS) noted that during the…
Short answer: Yes—Crypto.com reports certain 1099s to the IRS If you used Crypto.com in 2025 and sold or exchanged digital assets, expect tax documents—and expect the IRS to get a copy. Under finalized IRS broker-reporting rules, exchanges classified as “brokers”…
What’s happening at Ottendorfer New York Public Library’s Ottendorfer Branch in Manhattan’s East Village is hosting free, in-person tax preparation with Single Stop this filing season. The branch lists walk-up service (no appointment) on Wednesdays from 11 a.m. to 3…
Why this matters to fleets and owner-operators From paying a lumper at 2 a.m. to settling with an owner-operator after a weekend run, many trucking businesses lean on instant bank-to-bank tools like Zelle. But the tax rules behind those payments…
Why this matters for truckers From lumper fees and detention to same‑day payout for hotshot runs, many owner‑operators and small fleets use peer‑to‑peer apps to move money quickly. But tax reporting rules differ depending on whether those payments run through…
Why this matters now A recent post from ETaxesPro on X (formerly Twitter) urges taxpayers to “take 2 minutes to connect” with a “trusted tax advisor” in the Woodbridge area—timely marketing as filing season hits full stride. For owner-operators and…
Why this matters now A same-day reminder from a Woodbridge, Virginia–area tax firm on X urging people to “take 2 minutes to connect” with a trusted advisor is a timely nudge for owner-operators and fleet managers who are staring down…
Why this choice matters now If you’re an owner-operator or building a small fleet, your business structure determines how exposed your personal assets are after a crash, a cargo claim, or a contract dispute—and how you file and pay taxes.…
