CheckMark 1099 Software
CheckMark 1099 Software: A Windows and Mac 1099 tool with unlimited filings and federal e-file options. Ranked #16 of 26 in Tax Information Reporting Software by our editors (7.8/10); pricing: Paid; best for unlimited Windows or Mac 1099 filing.
At a glance
- Editor score7.8 / 10
- PricingPaid
- Best forUnlimited Windows or Mac 1099 filing
- Free planNo
- Paid from$239/yr
- Federal e-fileYes
- Founded1984 · Fort Collins, Colorado, United States
- Facts checked20 Sep 2026
Where it wins
- Unlimited recipients, filings, corrections, and amendments
- Supports IRS IRIS, FIRE, bulk filing, and multiple 1099 forms
- Imports from CheckMark products and tab-delimited files
Where it doesn't
- IRIS filing requires manual CSV upload to the IRS portal
- The base Print Pro plan includes one company and one computer
- The software cannot file prior tax years
Our verdict on CheckMark 1099 Software
CheckMark 1099 Software is a Windows and macOS desktop application for businesses, accountants, tax preparers, and bookkeepers preparing 1099 information returns. It supports 1099-NEC, MISC, INT, DIV, R, and S forms, with workflows for paper printing and federal electronic filing. Unlimited recipients, filings, corrections, and amendments make it suited to organizations handling recurring or high-volume 1099 work. Multi-user access with permissions, preview and summary reporting, encrypted local data storage, and bulk filing for multiple companies and forms extend its administrative scope.
Pricing separates printing, e-filing, and priority support. CheckMark 1099 Print Pro costs $239 per year and includes one company and one computer installation. Print Pro+ costs $259 per year and adds priority phone support and priority live chat. E-File Pro costs $319 per year and includes unlimited print and e-filings, IRIS Taxpayer Portal support, CSV export for IRIS submission, and the print version. E-File Pro+ costs $339 per year and adds priority phone support and priority live chat. All plans include unlimited recipients and corrections, while the e-file plans add federal electronic filing capabilities.
The main workflow fit is federal 1099 preparation supported by CheckMark Payroll, CheckMark MultiLedger, and tab-delimited imports. FIRE System support and IRIS compatibility give users two IRS-oriented filing paths, but IRIS submission requires uploading the generated CSV to the IRS portal. The software is intended for the 2026 tax filing year and cannot file prior tax years. Choose it if desktop operation, unlimited volume, bulk processing, and Windows or Mac support are priorities. Consider another option if you need a different filing workflow or coverage beyond the supported 1099 and federal processes.
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CheckMark 1099 Software pricing
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CheckMark 1099 Software fact sheet
| Free plan | No |
|---|---|
| Paid from | $239/yr |
| Forms covered | 1099 |
| Federal e-file | Yes |
| State e-file | Not verified |
| Recipient delivery | |
| Correction filing | Yes |
| Free-plan form limit | Not verified |
| Import methods | Integrations |
| Deployment | Desktop |
| Platforms | Windows, macOS |
| Support | Email, Live chat, Phone |
| Built for | Small business, Mid-market, Enterprise (editorial estimate) |
| Integrations | 2 integrations: CheckMark Payroll, CheckMark MultiLedger |
| Pricing | Paid (source) |
| Website | checkmark.com |
| Facts checked | 20 Sep 2026 |
CheckMark 1099 Software integrations
CheckMark 1099 Software lists 2 integrations on its own site.
- CheckMark Payroll
- CheckMark MultiLedger
Alternatives to CheckMark 1099 Software
- Tax1099A broad filing platform with flexible imports, delivery options, and compliance workflows.9.4
- Avalara 1099 & W-9A scalable service for collecting tax forms, filing reports, and delivering recipient copies.9.3
- 1099OnlineA low-cost web option for pay-as-you-file 1099 reporting across federal and participating states.9.2
See all CheckMark 1099 Software alternatives →
Also Ranked In
CheckMark 1099 Software is ranked in 2 of our directories.
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Reviewed by iTechGuides Editors · Editorial team · Updated Oct 2026
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