QuickBooks Automated 1099s: W-9 Collection, the New $2,000 Threshold, and What Still Breaks
QuickBooks Automated 1099 flags contractors and requests W-9s, but the IRS $2,000 threshold, backup withholding and box mapping still need your review.
#withholding
Withholding
Federal income tax withholding from wages and Form W-4 adjustments, including midyear checkups and additional-withholding planning
Selling U.S. Property as a Foreign Owner? How to Shrink the 15% FIRPTA Withholding and Get the Excess Back
Buyers must withhold 15% of your gross U.S. sale price under FIRPTA. File IRS Form 8288-B before closing to cut it, or claim the excess on Form 1040-NR.
Paying Nonresident Aliens: The Withholding and Reporting Rules That Apply When You Hire Across Borders
Paying a foreign contractor for U.S.-performed work means 30% IRS withholding unless a treaty applies; fully remote work needs only a W-8BEN on file.
Took the Company Plane on Vacation? How SIFL Values Personal Flights on Business Aircraft
IRS SIFL rules value personal flights on company jets at cents per mile, not charter cost — H2 2026 rates, control-employee multiples, W-2 reporting.
Paying Affiliates? Your 2026 Guide to Commission Accounting and 1099 Compliance
IRS rules require Form 1099-NEC for affiliates paid $2,000 or more in 2026 — collect W-9s before the first payout or face 24% backup withholding.
The IRS Wants to Interview You About Unpaid Payroll Taxes: How to Survive the Form 4180 Interview
Form 4180 is the IRS interview deciding whether unpaid payroll taxes become your personal debt under Section 6672 — bring records, answer briefly, get counsel.
How Holiday Bonuses Are Taxed: The 22% Rule, Gross-Ups, and the Cash-Gift Trap
The IRS allows a flat 22% withholding on separately paid bonuses, but FICA adds 7.65% and cash gifts are always wages. Gross-up math and a year-end checklist.
2027 Tax Brackets Projected 3.2% Higher: Withholding, Estimates, and Year-End Moves
Federal 2027 tax brackets and standard deduction are projected 3.2% higher ($33,200 joint). Here's how to adjust W-4 withholding and estimates now.
Who Paid the Premium Decides Who Pays the Tax: Disability Insurance Taxation for Employers and Employees
IRS rule: pre-tax disability premiums mean taxable benefits; after-tax premiums mean tax-free ones. Gross-up premiums into W-2 wages to protect employees.
Foreign Co-Owner in Your U.S. LLC? The Branch Profits Tax, Section 1446 Withholding, and Blockers Explained
Foreign co-owners make LLC profit effectively connected income: Section 1446 withholding, a 1040-NR filing, and a 30 percent branch tax for corporations.
Your Federal W-4 Isn't Enough: The State Withholding Certificates Every Employer Must Collect
The federal W-4 doesn't cover state tax in most states — collect each hire's state certificate (CA DE 4, NY IT-2104) or withholding defaults to max.
Why Your Bonus Check Gets a Flat 22 Percent Withheld
The IRS lets employers withhold a flat 22% on bonuses up to $1M and 37% above it. That's withholding, not your tax rate; the gap settles when you file.