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Do I need to send 1099s to my contractors?

If you paid a contractor $600 or more during the year for services, you generally need to send them a 1099-NEC. This applies to individuals, sole proprietors, partnerships, and LLCs that are taxed as sole proprietors or partnerships. It does not apply to payments made to corporations, whether C-corps or S-corps.

The $600 threshold is per contractor, not per payment. If you paid someone $200 in March, $150 in July, and $300 in October, that totals $650 and triggers a 1099 requirement. Only payments for services count toward this threshold. If you bought materials or products from a vendor, those payments don’t require a 1099.

You need to file the 1099-NEC with the IRS and send a copy to the contractor by January 31. Missing that deadline triggers penalties starting at $60 per form for filings up to 30 days late, increasing from there. The IRS does pay attention to these filings, especially for businesses that clearly work with contractors but aren’t reporting them.

The key to a smooth January is collecting W-9 forms before you pay contractors, not after. The W-9 gives you their legal name, tax identification number, and business structure. Without it, you don’t know if they’re incorporated and you don’t have the information needed to file. Chasing down contractors in January for this paperwork wastes time and creates unnecessary stress. Many business owners who use bookkeeping for service based businesses and nonprofits build W-9 collection into their vendor onboarding process so everything is ready at year end.

Common situations that require a 1099-NEC include paying a freelance designer, an IT consultant, a subcontractor on a job, or an attorney for legal services. Situations that don’t require one include paying an incorporated business, purchasing physical products, or paying through credit card or platforms like PayPal. Those payment processors handle their own reporting through 1099-K forms.

If you’re not sure about a particular vendor, check their W-9. If it shows LLC with the C or S corporation box checked, you don’t need to issue a 1099. If they’re an individual, partnership, or single-member LLC, you do.

If tracking this feels like too much to manage yourself, 1099 preparation services can handle the filing for you. The cost of getting it done right is usually less than the penalties for getting it wrong.

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More Questions

What is the difference between a bookkeeper and an accountant?

A bookkeeper handles day-to-day financial records like categorizing transactions, reconciling accounts, and producing monthly reports. An accountant or CPA handles tax filing, audits, and strategic financial advice. Most small businesses need both, with the bookkeeper keeping books clean throughout the year so the accountant has accurate records at tax time.

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Does 501(c)(3) status automatically exempt my nonprofit from New York sales tax?

No. Federal 501(c)(3) status does not grant sales tax exemption in New York. You need to file Form ST-119.2 with the state to receive an Exempt Organization Certificate before making tax-exempt purchases.

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What is the best business structure for a consultant, LLC or S-corp?

Both work, and the right choice depends on your income level and tax situation. The key difference from a bookkeeping standpoint is that an S-corp requires you to run payroll for yourself, which adds complexity and cost.

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How do I track billable hours and expenses as a consultant?

Track time and expenses as they happen, not from memory. Clean tracking connects directly to accurate invoicing and understanding your true profit by client or project.

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In New York, is roof repair taxable but a full roof replacement not?

Generally yes. Roof repairs are subject to NY sales tax because they maintain existing property. A full roof replacement can qualify as a tax-exempt capital improvement, but only when the customer provides a completed Form ST-124.

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Do cleaning companies have to charge sales tax in New York?

Yes, cleaning companies in New York must charge sales tax on most services. Interior cleaning and janitorial work are taxable throughout the state, including one-time residential cleanings. The main exceptions are carpet, rug, and upholstery cleaning, which are exempt.

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