The 2026 tax filing season officially began on January 26, bringing massive retroactive changes from the OBBB Act. Independent contractors and owner-operators can now access 100% bonus depreciation, a $2,000 1099-NEC threshold, and a new $80 daily per diem rate.
South Carolina's delayed conformity to the federal OBBBA has trapped many early filers. Discover how gig workers and fleet owners can amend their 2026 tax filing to reclaim the 20% QBI deduction and 100% bonus depreciation.
While Canada launches free automatic tax filing in 2026, the US government has canceled the IRS Direct File program. Independent contractors face a complex new landscape of reverted 1099-K thresholds and OBBBA deductions.
Cheap filing apps are built for simple returns. Where they quietly fail gig workers and owner-operators in 2026, and which parts still need a human to check.
Many U.S. tax filing platforms struggle with basic mobile usability. For truck drivers and gig workers relying on smartphones, these digital glitches create massive compliance risks right as confusing new 1099-K rules take effect.
The 2026 tax season brings massive confusion with the new $2,000 OBBBA threshold and strict AI-triggered IRS audits. Here is exactly how independent contractors and owner-operators can safely file past due 1099 returns.
The IRS leans heavily on automated matching technology in the 2026 tax season. For independent contractors and gig workers, a discrepancy between reported income and platform 1099s can trigger a refund freeze.
The IRS has officially kept the 1099-K threshold at $20,000 for 2025, sparing casual sellers from paperwork. However, new deductions for overtime pay and increased per diem rates for truckers create complex filing requirements that generic software often misses.
H&R Block has overtaken TurboTax in 2026, proving that human 'Pro Support' is the new standard for tax filing. Discover how this shift impacts trucker per diems, gig worker deductions, and your bottom line.