CheckMark 1099 Software review
A Windows and Mac 1099 tool with unlimited filings and federal e-file options.
Reviewed by iTechGuides Editors · Editorial team · Updated Oct 2026
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.
CheckMark 1099 Software pros and cons
- 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
CheckMark 1099 Software fact sheet, pricing and score →
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