The 2026 tax season brings massive changes for independent contractors, including the OBBBA rule reversal and increased AI audit tracking. Learn how owner-operators and gig workers can maximize deductions and file past-due returns safely.
The February 2026 IRS portal crash locked thousands of gig workers out during peak filing season. Here is how independent contractors and owner-operators can navigate the failing infrastructure, beat the new 1040 tip limits, and avoid massive late penalties.
The new OBBBA legislation radically changes 1099 reporting for 2026. Learn how gig workers and fleet owners can navigate the $20,000 threshold, claim the $80 per diem, and avoid massive international penalties.
While Canada launches its automated SimpleFile service in March 2026, US gig workers and fleet owners face complex new OBBBA rules and IRS backlogs. Learn how to protect your income this season.
Free tax filing programs often reject complex Schedule C returns and miss crucial logistics deductions. Learn how the 2026 OBBBA reporting changes impact gig workers and why specialized tax preparation is essential for owner-operators.
A mid-season IRS rule update on February 25, 2026, severely complicates how gig workers calculate tip deductions. Combined with shifting 1099 thresholds, owner-operators and independent contractors face a complex tax filing landscape this year.
With IRS website traffic surging 35.2% and global tax portals crashing under pressure, waiting to file your 2026 taxes is a major risk. Discover how gig workers and truckers can protect their refunds from digital bottlenecks.
Recent cloud tech outages are devastating gig worker income right as the 2026 OBBBA tax laws rewrite 1099 reporting thresholds. Learn how independent contractors must adapt to protect their tax margins.
The 2026 tax season brings massive relief through OBBBA, but 74% of gig workers remain confused by the rules. Discover how to use promotional tax prep codes and find the exact steps to file past due 1099 taxes securely.