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54 tagged with "Independent Contractor"

Contractor payments, 1099 tracking, and compliance

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IRS Form 1099-MISC: The Complete Guide to Reporting Miscellaneous Payments in 2026
·mike

IRS Form 1099-MISC: The Complete Guide to Reporting Miscellaneous Payments in 2026

Form 1099-MISC reports rent, royalties, prizes, and attorney settlements. Under the One Big Beautiful Bill Act, the 2026 reporting threshold jumps from $600 to $2,000. This guide breaks down which box to use, the filing calendar, and the penalty tiers that turn small mistakes into thousands of dollars.

tax
tax-compliance
irs-reporting
small-business
+4
Self-Employment Tax in 2026: The Complete Guide for Freelancers and Independent Contractors
·mike

Self-Employment Tax in 2026: The Complete Guide for Freelancers and Independent Contractors

How self-employment tax works in 2026 — the 15.3% combined rate, the $184,500 Social Security wage base, the $400 filing threshold, quarterly estimated payment deadlines, the deductions that reduce both income and SE tax, and the income level where an S-corp election starts to pay off (typically $60K–$80K net).

self-employment-tax
self-employment
freelance
tax-planning
+4
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
tax-deductions
+4
W-9 vs 1099: What Every Business Hiring Contractors Needs to Know
·mike

W-9 vs 1099: What Every Business Hiring Contractors Needs to Know

Form W-9 collects a contractor's taxpayer ID at onboarding; Form 1099 reports year-end payments to the IRS. The 2026 filing threshold rises from $600 to $2,000 under the OBBBA, and missing a W-9 triggers 24% backup withholding immediately — plus penalties of up to $660 per late form.

tax-compliance
independent-contractor
small-business
irs-reporting
+4
Tax Deductions for Real Estate Agents: The 2026 Complete Guide
·mike

Tax Deductions for Real Estate Agents: The 2026 Complete Guide

A 2026 guide to Schedule C deductions for 1099 real estate agents, covering the 72.5-cent mileage rate, home office rules, marketing, dues, the 20% QBI deduction, and the write-offs most agents miss.

real-estate
tax-deductions
self-employment
self-employment-tax
+4
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
independent-contractor
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