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Rideshare

Accounting and tax guidance for rideshare and gig economy drivers

Black Car Driver Misclassification: What a $236,000 Verdict Means for Your Business
·mike

Black Car Driver Misclassification: What a $236,000 Verdict Means for Your Business

A federal court upheld a $236,000 jury verdict against a black car company for misclassifying drivers as contractors, reaffirming that the economic realities test — not the label on a 1099 agreement — determines worker status.

compliance
legal
payroll
Why Your DoorDash 1099 Might Not Show Up This Year — and Why You Still Owe Taxes on Every Mile
·mike

Why Your DoorDash 1099 Might Not Show Up This Year — and Why You Still Owe Taxes on Every Mile

The 1099-NEC threshold is now $2,000, so many part-time DoorDash, Instacart, and Grubhub drivers won't receive a form for 2026 — but the IRS still taxes net self-employment earnings above $400. How multi-app delivery drivers can capture the dead miles apps don't report (often 30% or more of total driving), choose between the standard mileage and actual expense methods, and set aside 25–30% of each payout for quarterly taxes.

tax
self-employment-tax
independent-contractor
The CRA Already Has Your Gig Income Data: Canada's Platform Reporting Rules, Explained
·mike

The CRA Already Has Your Gig Income Data: Canada's Platform Reporting Rules, Explained

Since 2024, Part XX of Canada's Income Tax Act requires Uber, Airbnb, Etsy, and other platforms to report sellers with 30+ transactions or over $2,800 CAD directly to the CRA — including names, SINs, gross payouts, and fees. With two reporting cycles now on file and penalty relief expired, here's who gets reported, what data the CRA matches against your return, and how to reconcile before the next January 31 deadline.

tax-compliance
self-employment
side-hustle
No Tax on Tips: How the New $25,000 Above-the-Line Deduction Actually Works for Servers, Stylists, and Drivers Through 2028
·mike

No Tax on Tips: How the New $25,000 Above-the-Line Deduction Actually Works for Servers, Stylists, and Drivers Through 2028

The One Big Beautiful Bill Act creates an above-the-line deduction of up to $25,000 in qualified tips for tax years 2025 through 2028, available only to workers in IRS-listed tipped occupations and phased out above $150,000 MAGI ($300,000 joint).

tax-deductions
tax-planning
payroll
Uber Driver Taxes: The Complete Filing Guide for Rideshare Drivers
·mike

Uber Driver Taxes: The Complete Filing Guide for Rideshare Drivers

How rideshare drivers actually owe two federal taxes, why deadhead miles are worth thousands, and the quarterly-payment and 1099-K rules that trip up first-time filers.

rideshare
tax
self-employment-tax
Financial Guide for Uber Drivers: Maximizing Earnings and Minimizing Tax Headaches
·mike

Financial Guide for Uber Drivers: Maximizing Earnings and Minimizing Tax Headaches

Learn how to effectively manage your finances as an Uber driver, from understanding your tax status to maximizing your earnings and minimizing tax headaches.

rideshare
financial-management
tax
Essential Financial Management Tips for Taxi Drivers
·mike

Essential Financial Management Tips for Taxi Drivers

Effective financial management is key for taxi and ride-hail drivers. Learn how to navigate unique financial challenges, track income, manage expenses, and prepare for taxes to enhance your business success.

rideshare
financial-management
small-business