Payroll Software · Policy-manual review
Best Payroll Software for 1099 Contractors in 2026
Compare payroll software for 1099 contractors: Gusto, Deel, OnPay, Square pricing, the 2026 $2,000 filing threshold, and penalties for wrong 1099-NEC filings.
At a glance
US contractor option: Gusto Simple ($49/month plus $6 per paid contractor) handles payments, W-9 collection, and 1099-NEC filing. The legacy contractor-only plan closed to new customers on October 1, 2026. Best for international contractors: Deel ($49/contractor/month). Best if you also have W-2 employees: Gusto Plus or OnPay bundle both without re-platforming later. For very small volumes (under 5 contractors): the IRS's free IRIS portal works, but budget time for the TIN-matching and W-9 chasing that avoid the penalties covered below.
- Collect a W-9 from every US contractor before their first payment, and check the legal name and TIN against IRS records to head off e-file rejections
- Track payments per contractor: 1099-NEC is required once you pay $2,000 or more in a calendar year for 2026 and later (raised from $600 by the One Big Beautiful Bill Act)
- Confirm tax residency: US persons get 1099-NEC; non-US persons may need W-8BEN
- Check payment method preferences, contractors often prefer ACH or PayPal
- Verify contractor classification: misclassifying W-2 employees as 1099s carries IRS and state penalties
- File by the January 31 deadline, late or incorrect 1099-NEC forms trigger IRS penalties starting at $60 per form for returns due in 2026; check the filing-year schedule for later returns
§1What "1099 contractor payroll" actually requires
Paying 1099 contractors is simpler than W-2 payroll in one key dimension: you do not withhold income tax, FICA (Social Security and Medicare), or pay employer-side payroll taxes. The contractor handles their own self-employment tax. Your obligations are: pay the agreed amount, collect a W-9 from US-based contractors, and file a 1099-NEC form with the IRS for any contractor paid $2,000 or more in a calendar year, due January 31 the following year. That $2,000 figure is new for 2026: the One Big Beautiful Bill Act raised it from the $600 threshold that had applied since the form existed, and the IRS will index it for inflation starting in 2027. Payments made in 2025 still fall under the old $600 rule; the higher bar only applies to payments made in 2026 and later.
In practice, the compliance complexity comes from three sources: (1) volume, manually tracking payments and generating 1099-NEC forms for 20+ contractors is error-prone; (2) international contractors, non-US contractors have different tax documentation requirements (W-8BEN instead of W-9), and some payment methods attract banking scrutiny; (3) contractor classification risk, if the IRS determines someone you pay as a 1099 contractor should be classified as a W-2 employee, the employer is liable for back payroll taxes, penalties, and interest.
Dedicated contractor payment software solves the first two problems and helps with the third by creating a documentation trail. The minimum viable setup for 10+ contractors is a tool that handles W-9 collection, payment processing, and 1099-NEC filing automatically, otherwise the January tax season becomes a significant administrative burden.
§2Quick comparison
| Tool | Price | International | 1099-NEC filing | W-9 collection |
|---|---|---|---|---|
| Gusto Contractor (existing accounts only) | $35/mo + $6/contractor | Eligible non-US contractor payments; setup and route fees apply | ✅ Included | ✅ Digital |
| Deel | $49/contractor/mo | ✅ 150+ countries | ✅ Included | ✅ W-8BEN too |
| Wave Payroll | $40/mo + $6/worker | ❌ US only | ✅ Included | Manual |
| Track1099 (Avalara) | from $0.63-$3.10/form | ❌ | ✅ Filing only | Optional collection plans |
| OnPay | $49/mo + $6/person | ❌ US only | ✅ Included | ✅ Digital |
| Square Payroll | $6/contractor, no base fee | ❌ US only | ✅ Included | ✅ Digital |
§3Gusto: US contractor payments and the legacy plan
Gusto closed its contractor-only plan to new signups and plan switches on October 1, 2026; existing subscribers keep it under their account terms. The former $35 base plus $6 per paid contractor and introductory base-fee waiver described here are historical, not a new-customer offer. New customers can pay contractors on Simple, Plus or Premium, with current plan-dependent contractor charges of $6, $12 or $22 respectively. Check the base fee and funding eligibility for your chosen plan. Gusto supports digital W-9 collection, ACH or check payments, and eligible 1099-NEC filing. Gusto plan-change notice. Eligible international contractor payments are separate from US employee payroll: legacy contractor-only subscribers first need a US contractor fully set up, while other plans require a US employee fully set up. Country, payout route and currency charges apply; Gusto does not support this service for US citizens working abroad.
Setup: contractors receive an invitation email and complete their own onboarding (name, address, SSN, bank account for direct deposit, W-9 signature). This is the most significant UX advantage over alternatives, no manual data entry for contractor information.
Upgrade path: if you later hire W-2 employees, the Gusto Contractor plan upgrades cleanly to Gusto Simple ($49/month + $6/employee). Your contractor data and payment history carry over, and the contractor payment workflow works alongside W-2 payroll on the same platform.
G2 rating: Gusto earns a 4.6/5 from 12,000+ reviews, with specific praise in the contractor payment category for the clean onboarding workflow and 1099-NEC automation. The honest caveat: a Better Business Bureau complaint on file describes direct deposits not landing by the 5:00 PM local-time cutoff Gusto's site advertises, on every payday for that filer, so if payday-timing certainty matters for your contractors, confirm current deposit timing directly with Gusto support before committing rather than relying on the marketing copy alone.
§4Deel: best for international 1099 contractors
Deel at $49/contractor/month is the strongest option when your contractors are outside the US. Deel handles payment in 150+ countries via ACH, SEPA, PayPal, Payoneer, Wise, or cryptocurrency, collects W-8BEN (for non-US persons) or W-9 (for US persons) automatically, and provides localized contract templates that include country-specific IP assignment and confidentiality clauses.
1099-NEC filing: Deel files 1099-NEC forms for US-based contractors paid through the platform. For nonresident contractors, determine source and reporting treatment from where the services are performed; US-source compensation may require Form 1042-S, but Deel maintains the documentation trail (W-8BEN, contract, payment records) needed to demonstrate proper classification.
Cost reality check: $49/contractor/month adds up fast. For a team with 15 US contractors and 5 international contractors, that's $980/month, more expensive than most alternatives. If your international contractor volume is low, using Gusto Simple ($49/month base plus $6 per paid contractor) for US contractors and Wise Business for international payments (lower transaction fees, no monthly per-contractor fee) can be more cost-effective.
Deel earns a 4.8/5 from 14,287+ G2 reviews, with the highest concentration of positive reviews in the international contractor payment category. The consistent praise: fast setup, reliable payment delivery, and the peace of mind of having localized contracts and compliance documentation handled automatically.
§51099 filing only: the minimum viable option
If you already manage contractor payments manually (via ACH or check) and only need help with 1099-NEC filing at year-end, a dedicated 1099 filing service is cheaper than full contractor payroll software.
Track1099, now sold as "Avalara 1099 & W-9" following Avalara's acquisition of the product: IRS e-filing is tiered by volume, $3.10/form for the first 15 forms, $2.30/form for forms 16-165, $1.30/form for 166-500, and $0.63 for each form from the 501st onward (per Avalara's published pricing, verified 2026-08-04), plus $1.49/form for state e-filing and $0.45/form for optional TIN matching. Upload payment data via spreadsheet or QuickBooks/Xero import, generate 1099-NEC forms, e-file with the IRS, and mail paper copies to contractors. Since the Avalara acquisition, multiple G2 and Capterra reviewers report slower support response times than the product had under its original ownership, worth weighing against the per-form savings at higher volumes.
Tax1099 (by Nelco): similar pricing structure, $2.99-$4.99/form depending on volume, with IRS e-file and postal mail. Both are legitimate services used by small businesses with 5-50 contractors who don't need the year-round payment management features of Gusto or Deel.
Filing services do not replace ongoing contractor payment administration. Avalara also offers W-9 collection: its Individual plan lists a 25-form limit and Professional a 250-form limit, both without TIN matching; Enterprise lists 2,000 forms with matching. Confirm the selected subscription and filing charges. A small business that already arranges payments can compare these services with IRS IRIS and its own collection process.
§6What happens when a 1099-NEC filing goes wrong
Every payroll and 1099 vendor markets how easy filing is; none of them advertise what it costs you when a filing is late, wrong, or gets rejected. That gap is worth closing before you pick a tool, because these failure modes are common and the fixes eat real time in January.
Late or incorrect filing penalties. For information returns due in 2026, under IRS rules (Internal Revenue Code Section 6721/6722), the penalty for filing a 1099-NEC late or with incorrect information is tiered by how late you correct it: $60 per form if corrected within 30 days of the deadline, $130 if corrected after 30 days but by August 1, and up to $340 per form if corrected after August 1 or not filed at all. If the IRS determines you intentionally disregarded the filing requirement, the penalty jumps to a minimum of $680 per form (or 10% of the amount that should have been reported, whichever is greater) with no annual cap. None of this is optional or negotiable through software, the applicable filing-year schedule applies regardless of which platform you use, so the real protection is a workflow that catches errors before the January 31 deadline, not after.
TIN mismatches and the B-Notice cycle. After you file, the IRS runs the contractor's name and Taxpayer Identification Number against its own records. A mismatch triggers a CP2100 or CP2100A notice listing the affected payees. From there you have 15 business days to send that contractor a "B-Notice" requesting a corrected W-9, and backup withholding must begin no later than 30 business days from that same notice-or-receipt date if the corrected certification has not arrived. The rate is 24% on subsequent reportable payments until the applicable correction requirements are met, a step that catches businesses off guard because it happens well after the original payment and filing. Collecting a clean W-9 with the legal name and TIN spelled exactly as the IRS has it, before the first payment, is the only real prevention.
Common e-file rejection reasons. Based on the rejection-troubleshooting documentation payroll platforms publish for their own users, the two most frequent causes are a mismatch between the company's legal name or EIN and IRS records (abbreviating a legal business name is enough to trigger this), and an incorrect or incomplete contractor address. A less obvious failure mode shows up when a business switches payroll or 1099 providers mid-year and forgets to fully cancel the old one: both platforms file, the IRS receives two returns for the same contractor and period, and the contractor ends up with duplicate 1099s that need manual correction on both sides. A real example from the QuickBooks Community forum: a filer whose 1099s were rejected, refiled per support instructions, and then found their subcontractors had received two 1099s each, illustrating exactly this dual-filing trap. If you're switching tools, confirm the outgoing platform's filing is voided, not just that your account is closed.
For filing software, check which intake tasks the selected service actually supports, including W-9 requests and name/TIN validation. No platform can require a payee to submit truthful information. Build a certification review and correction process alongside whichever tool you use.
§7OnPay and Square: other US contractor options worth comparing
Beyond Gusto, two US platforms handle contractor-heavy teams well at lower entry prices. OnPay charges a flat $49/month base plus $6 per person, and that $6 applies equally to W-2 employees and 1099 contractors. There is no separate contractor-only tier, which means a 5-contractor shop pays $79/month, compare it with Gusto’s current Simple plan or the terms of an existing legacy contractor account, but OnPay bundles unlimited monthly pay runs, automated 1099 filing, and full-service W-2 payroll in the same price. That matters if you expect to convert some contractors to employees later, because you won't re-platform. OnPay holds a 4.8/5 on G2 across 200+ reviews, with reviewers consistently praising hands-on migration support.
Square Payroll is the cheaper pick for pure contractor payouts: $6 per contractor per month with no base fee. Pay three contractors and you owe $18/month; pay zero in a given month and you owe nothing, since Square only bills for months with activity. It files 1099-NEC forms automatically and syncs with Square's POS and banking if you already run a retail or food business on that stack. The tradeoff is a thinner feature set, no dedicated HR advisory, weaker multi-state W-2 handling, and limited benefits administration. Square sits around 4.2/5 on G2.
Picking between them comes down to trajectory. A 4-person agency paying only contractors who never plans to hire W-2 staff saves real money with Square's no-base model. A growing startup mixing 1099s and full-time employees gets more headroom from OnPay's flat structure without per-tier upgrade jumps. Both file federal and state 1099s as part of the subscription, so neither leaves you handling year-end forms manually.
§81099-NEC vs 1099-K and the dollar thresholds you actually need to track
The form your contractor receives depends on how you pay them, not just how much. If you pay a contractor directly, ACH, check, or via payroll software like Gusto or OnPay, you issue a 1099-NEC (Nonemployee Compensation) for total payments of $2,000 or more in a calendar year (for payments made in 2026 and later; 2025 payments still fall under the old $600 rule). Your payroll provider generates and files the 1099-NEC with the IRS and sends the contractor a copy, typically by the January 31 deadline.
The 1099-K is different and trips up a lot of small businesses. It is filed by third-party settlement networks, PayPal, Stripe, Venmo for business, or marketplace platforms, not by you. If you pay a contractor through one of those rails, that processor may issue the 1099-K, which is why paying through PayPal can create reporting overlap. This threshold had been dropping year over year toward $600 before the One Big Beautiful Bill Act reversed course: as of the OBBBA, the 1099-K trigger requires more than $20,000 and more than 200 transactions per platform, which is the original pre-2023 threshold, not the lower figures that circulated in 2024-2025 guidance. A lot of still-uncorrected articles online cite the old phase-down numbers, confirm the current $20,000/200-transaction rule directly against IRS Fact Sheet FS-2025-08 if this matters to your situation.
The practical rule for a payroll buyer: if your software pays contractors directly via bank transfer, you are in 1099-NEC territory at the $2,000 threshold, and your provider handles it. The federal third-party-network threshold differs from payment-card reporting, which has no minimum dollar threshold. Keeping contractor payments inside one direct-pay payroll tool avoids double-reporting and keeps your $2,000 tracking clean and auditable.
§9Contractor classification risk and how pricing stacks up
The cheapest way to pay a contractor is worthless if the IRS later decides that person was an employee. Misclassification exposes you to back payroll taxes, unpaid overtime, penalties, and in some states (notably California's ABC test) automatic reclassification. The IRS weighs behavioral control, financial control, and the relationship type, a worker you direct daily, who uses your equipment and works only for you, looks like a W-2 employee no matter what the contract says. Good payroll software helps at the margins: platforms like Gusto and OnPay let you flag worker type, store signed W-9s, and produce a clean payment trail, but no software makes the classification decision for you.
When comparing tools, weigh the per-contractor cost against whether the platform can grow into W-2 payroll if a reclassification forces your hand. A provider that charges nothing for a contractor-only plan but levies a steep base fee the moment you add one employee can cost more over time than a flat-rate option. The table below summarizes the main US contractor-pay choices covered across this guide.
| Provider | Contractor Pricing | Files 1099-NEC | G2 Score | Best For |
|---|---|---|---|---|
| Gusto (legacy Contractor Only) | $35/mo base + $6/contractor | Yes | 4.6/5 | Mixed teams, easy W-2 upgrade |
| OnPay | $49/mo base + $6/person | Yes | 4.8/5 | Payroll Essentials; optional HR and time products priced separately |
| Square Payroll | $6/contractor, no base fee | Yes | 4.2/5 | Contractor-only, retail/POS users |
| Deel | From ~$49/contractor/mo | Yes (US) | 4.8/5 | International contractors |
Match the tool to your trajectory, not just this month's headcount. A studio paying four domestic contractors with no hiring plans gets the lowest total cost from Square. A 15-person company mixing contractors and employees across two states is better served by OnPay or Gusto, which offer employee plans without requiring a move to another vendor.
See also: best payroll software for contractors, best payroll software for freelancers for related options.
§10Frequently asked questions
How can I keep costs down with just a few contract workers? For a few payees, compare an annual filing purchase with twelve months of subscription charges. The small-volume Avalara rate cited here is $3.10 for each return. That can cost less if you already arrange the payments yourself; it supplies filing rather than ongoing money-transfer administration.
Do I need to collect a W-9 before paying a new contractor? Obtain the signed tax certification during onboarding, while the worker is available to answer questions. Check their official name, mailing details and TIN so that you can prepare the required year-end return. Accurate intake helps prevent errors but does not guarantee the IRS will accept every submission.
What's the new 1099-NEC dollar threshold for 2026? For qualifying service payments in calendar 2026, the reporting floor is $2,000. Earlier payments in 2025 used $600, and subsequent years receive inflation adjustments. This changes information reporting; it does not make income below that amount tax-free.
What are the consequences of a late contractor return or a mismatched TIN? For returns due during 2026, the IRS lists late-filing charges of $60, $130 or $340 depending on delay, and at least $680 for deliberate noncompliance. Later filing years have their own schedule. For a first B-Notice, send the requested certification within fifteen business days of the CP2100 date or your receipt date, whichever is later. If the payee has not supplied it, start retaining twenty-four percent of reportable payouts by the thirtieth business day measured from that same date, not thirty days after your letter.
Does a PayPal transfer also belong on my contractor tax return? Check how the transfer was processed. A qualifying card payment or third-party network transaction belongs on the processor’s 1099-K, so do not also report that amount on your 1099-NEC. An ordinary bank transfer or personal transfer may have different treatment. The federal network test requires annual receipts exceeding twenty thousand dollars plus a transaction count above two hundred; payment-card transactions have a different reporting rule.
Is Square Payroll a good fit if I only pay contractors? It can suit a small domestic crew paid irregularly. Square’s contractor tier charges six dollars for each person paid that month, with no fixed subscription charge. Three paid people therefore cost eighteen dollars. Compare its limited extras with the broader employee plans before choosing.
What happens if the IRS decides a "contractor" was really an employee? A tax authority can determine that the relationship was employment despite the contract’s label. That can leave the business owing employment taxes, wage arrears and penalties. Stored forms and transaction records help document the facts; they do not decide legal status.
Can I switch a contractor to a W-2 employee without changing payroll providers? OnPay supports both worker categories in its standard plan. Existing Gusto contractor-only customers can move to an employee plan, with the fixed fee changing; new signups use a current plan from the outset. Square also offers a combined employee-and-contractor tier, so it is not necessary to leave Square solely to add W-2 staff. Avalara’s filing product alone does not run employee paychecks.