How to Hire 1099 Employees (Independent Contractors)

$600 threshold
is the IRS minimum payment that triggers a 1099-NEC filing requirement: pay any independent contractor $600 or more in a calendar year and you must file a 1099-NEC with the IRS and provide a copy to the contractor by January 31
W-9 before first payment
collect IRS Form W-9 from every contractor before issuing the first payment: the W-9 provides the contractor’s taxpayer ID (SSN or EIN), which is required to complete the 1099-NEC. Collecting it after payment creates a compliance gap
Misclassification risk
is the primary legal risk in 1099 hiring: classifying a worker as an independent contractor when they function as an employee triggers back taxes, penalties, and benefits owed. The IRS and DOL apply different tests to make the determination

What “1099 Employee” Actually Means

The term “1099 employee” is a colloquial shorthand for an independent contractor: a worker who is paid for services without being on the employer’s payroll as an employee. The name comes from IRS Form 1099-NEC (Nonemployee Compensation), which the hiring business files to report payments made to independent contractors above the $600 annual threshold. Unlike employees (who receive W-2s and have taxes withheld), independent contractors pay their own self-employment taxes (Social Security + Medicare at 15.3%) and are responsible for making estimated quarterly tax payments to the IRS.

The distinction between an independent contractor and an employee is not determined by what the parties agree to call the relationship: it is determined by the economic reality and control characteristics of the arrangement. A worker called a “contractor” who is required to work set hours, use company-provided tools, work exclusively for one company, and follow detailed work instructions is almost certainly an employee under IRS and DOL standards regardless of the contract language. Misclassification produces back taxes (the employer’s share of FICA for all misclassified periods), penalties, and in some cases benefits owed to the misclassified worker for the period they were incorrectly classified.

The misclassification test: three factors that determine whether a worker is an employee or contractor under IRS guidanceThe IRS uses a three-category analysis: (1) Behavioral control: does the company control how the worker does the work, including training, work schedules, and the sequence of tasks? (2) Financial control: does the company control the economic aspects of the work, such as whether the worker can work for other clients, whether they have a significant investment in tools, and whether they can make a profit or loss? (3) Type of relationship: are there written contracts defining the relationship as independent? Does the worker receive employee-type benefits? Is the relationship permanent or for a specific project? Workers who fail the behavioral and financial control tests are employees, not contractors, regardless of what their agreement says.

Employee vs. Independent Contractor: Key Differences

Factor Independent contractor (1099) Employee (W-2)
Tax withholding None: contractor pays own taxes (15.3% SE tax + income tax) Employer withholds federal + state income tax, FICA
Employer payroll taxes None: no FICA employer share, no FUTA/SUTA Employer pays 7.65% FICA match + FUTA + SUTA
Benefits obligations None: health insurance, retirement, PTO not required Varies by size. ACA at 50+ FTEs. Market standard benefits apply
Work control Contractor controls how and when the work is done. Employer specifies only the result Employer controls work method, schedule, and process
Exclusivity Contractor can work for multiple clients simultaneously Typically exclusive during working hours
Required forms W-9 (before first payment). 1099-NEC (if $600+, by Jan 31) W-4 (before first paycheck). W-2 (by Jan 31 annually)
Tools and equipment Contractor typically provides own tools and equipment Employer typically provides tools and workspace
“Calling a worker a contractor does not make them one. The IRS looks at the economic reality of the relationship: who controls the work, who sets the schedule, who provides the tools, whether the worker can make a profit or loss. A business that misclassifies employees as contractors to avoid payroll taxes is exposed on every misclassified year until the statute of limitations runs, regardless of what the contract says.”

How to Hire and Pay a 1099 Contractor Correctly: 5 Steps

  1. Assess the classification before the first work begins: not after you have used the worker for 6 months. Before engaging any worker as an independent contractor, run the IRS three-factor test: behavioral control (do you dictate how they work?), financial control (can they work for others and bear their own business risk?), and type of relationship (is this project-based with a defined end?). If the honest answer to the behavioral and financial questions puts the worker in employee territory, engage them as an employee with payroll, even if both parties prefer the contractor arrangement. Misclassification discovered in an IRS audit or a worker misclassification claim is resolved at your cost, not theirs.
  2. Collect a completed W-9 before issuing any payment. And keep it on file for 4 years. Form W-9 (Request for Taxpayer Identification Number) is a single-page IRS form the contractor completes with their legal name, business name if applicable, taxpayer ID number (SSN or EIN), and address. You are required to have this before issuing payment: not before filing the 1099 in January, before the first check. If a contractor refuses to provide a W-9, IRS backup withholding rules require you to withhold 24% of each payment and remit it to the IRS. Collect W-9s proactively to avoid this entirely. Store them in a secure location for at least 4 years after the last payment year.
  3. Use a written independent contractor agreement that defines the scope, work products, and relationship characteristics. A written contractor agreement is not a legal guarantee that the classification is correct: the IRS applies its own test regardless of contract language. But it serves three important purposes: it defines the project scope and work products (preventing scope creep), it establishes the payment terms and method, and it documents the characteristics of an independent contractor relationship: that the contractor sets their own hours, uses their own tools, and may engage other clients. Include an intellectual property assignment clause (who owns the work product) and a confidentiality provision if the contractor will access proprietary information.
  4. Track all contractor payments through the year and file 1099-NEC by January 31 for any contractor paid $600 or more. IRS Form 1099-NEC reports nonemployee compensation. File one for each contractor paid $600 or more during the calendar year. The deadline for both furnishing the 1099-NEC to the contractor and filing with the IRS is January 31. File electronically through the IRS FIRE system or through your payroll software (Gusto, QuickBooks, and most payroll platforms handle 1099-NEC filing automatically for contractors in their system). Late filing penalties start at $60 per form for returns filed within 30 days of the deadline and increase to $310 per form for intentional disregard.
  5. Do not issue a 1099 to a corporation: only to individuals, sole proprietors, LLCs not taxed as C-corps, and partnerships. The 1099-NEC requirement applies to payments to individuals and certain entities, but not to C-corporations or S-corporations. If the contractor’s W-9 shows a corporate entity (C-corp or S-corp tax classification), no 1099-NEC is required regardless of the amount paid. The W-9 will show the entity type in Box 3: “C corporation” or “S corporation” exempts the payment from 1099 reporting. LLCs have mixed rules: an LLC taxed as a C-corp or S-corp is exempt. An LLC taxed as a sole proprietorship or partnership is not. This distinction is why collecting the W-9 before payment matters: it tells you the correct entity type and your reporting obligations before January.
Tip: Use payroll software that handles contractor payments and 1099-NEC filing in the same system to eliminate the January scrambleGusto, QuickBooks Payroll, and OnPay all handle both W-2 employees and 1099 contractors in a single platform. Adding a contractor takes 5 minutes. The platform collects their W-9 digitally, stores it securely, tracks all payments through the year, and automatically generates and files the 1099-NEC in January. For a small business with both employees and contractors, managing payments in one system prevents the year-end exercise of reconstructing contractor payments from bank records and QuickBooks exports across multiple vendors.

Looking for payroll software that handles both W-2 employees and 1099 contractors in one platform?

Read: Best Payroll Software for Small Business →

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The SBM Editorial Team
An independent small business publication by the team at World Consulting Group.
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