Saturday: Side Income & Earning More

Quarterly Tax Payments for Gig Workers in 2026 (Deadlines, Penalties & Calculator)

Quick Answer: Gig workers earning $400+ in net self-employment income must pay quarterly estimated taxes. In 2026, the four deadlines are April 15, June 16, September 15, and January 15, 2027. Miss them and the IRS charges a penalty on every dollar owed. The IRS Safe Harbor rule lets you

Saturday: Side Income & Earning More

1099 Contractor Tax Deductions in 2026 (Complete List + IRS-Approved Examples)

Quick Answer: In April 2026, 1099 contractors can deduct vehicle expenses, home office, equipment, software, health insurance premiums, and retirement contributions on Schedule C. New OBBB provisions add a $10,000 auto loan interest deduction and raise the SALT cap to $40,000. Most gig workers leave $3,000–$8,