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Year-End Contractor Tax Checklist for Small Businesses
August 28, 2026Complete year-end contractor tax checklist: W-9s, payment records, 1099-NEC filing steps, and deadlines. Get organized before January with this guide.
Read more →W-9 vs W-8: Which Form for Foreign Contractors? [2026 Guide]
August 23, 2026Paying overseas freelancers? Learn whether you need a W-9 or W-8 form, how to stay IRS-compliant, and avoid backup withholding penalties.
Read more →Do You Need a 1099 for Credit Card Payments? The Complete Answer
August 19, 2026Credit card payments don't require a 1099-NEC. Learn which payment methods trigger 1099 filing, who reports card payments, and how to stay compliant.
Read more →1099-K vs 1099-NEC: Why a Contractor Might Get Both
August 15, 2026Confused why you received both a 1099-K and 1099-NEC? Learn the key differences, when each form applies, and how to report both without double-counting income.
Read more →Backup Withholding on 1099: When to Hold 24% From a Contractor
August 11, 2026Got a B-notice from the IRS? Here's exactly when backup withholding kicks in, how to calculate 24%, and how to file it without costly mistakes.
Read more →E-File 1099 IRS Requirements: Thresholds and Rules for 2026
August 2, 2026The IRS now requires e-filing 1099s at 10 returns. Learn current thresholds, penalties, and how to comply with federal electronic filing mandates.
Read more →How to Correct a Filed 1099: Step-by-Step Guide for 2026
July 25, 2026Filed a 1099 with an error? Learn exactly how to correct a filed 1099 using Form 1096-C, deadlines, penalties to avoid, and when to refile vs. void.
Read more →TIN Matching: Verify a Contractor's Tax ID and Avoid B-Notices
July 10, 2026Learn how TIN matching works to verify contractor tax IDs before filing 1099s. Avoid costly IRS B-notices with proper validation and best practices.
Read more →File 1099 Late Penalty: What Happens & How to Avoid Fines
July 4, 2026Filing 1099s late triggers IRS penalties from $60 to $630 per form. Learn the exact penalty tiers, deadlines, and how to minimize damage if you miss them.
Read more →Who Gets a 1099? A Plain-English Guide for Small Businesses
June 30, 2026Not every vendor or contractor needs a 1099. Learn exactly who gets one, who doesn't, and how to stay compliant without the guesswork or penalties.
Read more →How to Request a W-9 From a Vendor Without the Awkwardness
June 26, 2026Step-by-step guidance for AP teams chasing reluctant vendors for W-9 forms. Email templates, follow-up tactics, and how to avoid January panic.
Read more →1099 Filing Deadline 2026: Key Dates and Penalties to Know
June 22, 2026The 2026 1099 filing deadline is January 31 for most forms. Learn the exact dates, exceptions, and penalty costs to avoid IRS fines this tax season.
Read more →1099-NEC vs 1099-MISC: Which Form Do You File in 2026?
June 17, 2026Confused whether to use 1099-NEC or 1099-MISC? Learn exactly which payments go on each form, filing deadlines, and how to avoid costly IRS mistakes.
Read more →How to Collect W-9s From Contractors Before Year-End
June 16, 2026Scrambling for W-9s before 1099 season? Learn the exact process to collect completed forms from contractors fast, with templates and deadlines.
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