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CheckMark 1099 Software
What CheckMark 1099 Software is
CheckMark 1099 Software prepares, prints, and electronically files 1099 forms for businesses and accounting professionals. It covers 1099-NEC, 1099-MISC, 1099-INT, 1099-DIV, 1099-R, and 1099-S for the 2026 tax filing year only; earlier years are not supported. The desktop application runs on Windows 8 or later and macOS Mojave or later, including Intel and Apple Silicon Macs. Data can be imported from CheckMark Payroll, CheckMark MultiLedger, or tab-delimited text files. For IRIS filing, it creates CSV files that users upload through the IRS IRIS Taxpayer Portal, requiring an IRIS account and TCC. CheckMark says data remains stored locally, with encrypted files and password-based access permissions. Plans start at $239 a year, with print and e-file options, a free trial, and US-based support. A sample-company demo allows feature trials using example data.
Who it suits
It suits business owners, CPAs, accountants, tax preparers, bookkeepers, and 1099 filing services needing desktop preparation for 2026 forms.
What it does well
- Supports six listed 1099 form types
- Runs on Windows and macOS
- Imports payroll, ledger, or text data
- Local storage with encrypted files
- Includes a free trial and demo
What to know first
- Cannot file prior tax years
- IRIS submission requires user upload
- No free plan
- Plans start at $239 a year
Limits
Each listed plan includes one company and one computer. Extra companies cost 20.00 USD each and extra computer installations cost 99.00 USD each; IRIS filing also requires an IRIS account and TCC.
Plans
| Plan | Billed and limits | Price |
|---|---|---|
| CheckMark 1099 Print Pro | 2026 tax year version; starts at $239 · Unlimited recipients · unlimited print filings · one company and one computer included · extra companies $20 each · extra computer installations $99 each | $239 a year |
| CheckMark 1099 Print Pro+ | 2026 tax year version; starts at $259 · Unlimited recipients · unlimited print filings · one company and one computer included · extra companies $20 each · extra computer installations $99 each | $259 a year |
| CheckMark 1099 E-File Pro | 2026 tax year version; starts at $319 · Unlimited recipients · unlimited print and e-filings · one company and one computer included · extra companies $20 each · extra computer installations $99 each | $319 a year |
| CheckMark 1099 E-File Pro+ | 2026 tax year version; starts at $339 · Unlimited recipients · unlimited print and e-filings · one company and one computer included · extra companies $20 each · extra computer installations $99 each | $339 a year |
As checkmark.com lists them, read 7 Oct 2026. The maker's own page has the final word.
Getting started
- Open the CheckMark 1099 Software website
- Download the Windows or macOS desktop application
- Start with the free demo using its sample company
- Import data from CheckMark Payroll, CheckMark MultiLedger, or a tab-delimited file
- Select a paid plan for the 2026 tax year
- For IRIS filing, create CSV files and upload them through the IRS IRIS Taxpayer Portal
Verdict
CheckMark 1099 Software combines desktop preparation, printing, and e-filing for the listed 2026 forms. Its local storage, imports, and access controls may suit professional filing workflows, while IRIS submissions still require manual portal upload.
Questions
How much does CheckMark 1099 Software cost?
Plans start at $239 a year for the 2026 tax-year version. Listed plans range from 239.00 to $339 a year.
Is there a free plan or trial?
There is no free plan, but a free demo uses a preconfigured sample company and sample data.
Which platforms are supported?
The desktop application supports Windows and macOS, including Intel-based and Apple Silicon Macs.
Can it e-file federal forms?
Yes. The E-File Pro and E-File Pro+ plans include unlimited print and e-filings.
What does IRIS filing require?
The software generates CSV files for upload to the IRS IRIS Taxpayer Portal. An IRIS account and TCC are required.
Who makes the software?
CheckMark makes it and says it has served small businesses since 1984 from Fort Collins, Colorado.
Facts from CheckMark 1099 Software's own pages
- Access controls
- The software supports password-protected users with permissions that can restrict access to sensitive screens or information. · checkmark.com, 7 Oct 2026
- Company history and headquarters
- CheckMark says it has served small businesses since 1984 and is headquartered in Fort Collins, Colorado. · checkmark.com, 7 Oct 2026
- Data import
- Users can import data from CheckMark Payroll, CheckMark MultiLedger, or a tab-delimited text file. · checkmark.com, 7 Oct 2026
- Desktop platforms
- The desktop application supports Windows and macOS, including Intel-based and Apple Silicon Macs. · checkmark.com, 7 Oct 2026
- Founded
- 1984 · checkmark.com, 28 Sept 2026
- Free demo
- The free demo uses a preconfigured sample company and lets users try the features by printing or creating electronic files from sample data. · checkmark.com, 7 Oct 2026
- Headquarters
- Fort Collins, Colorado, United States · checkmark.com, 28 Sept 2026
- IRIS filing
- The software generates CSV files for the IRS IRIS Taxpayer Portal, which the user must upload and submit; an IRIS account and TCC are required. · checkmark.com, 7 Oct 2026
- Purpose
- The software prepares, prints, and e-files 1099 forms for businesses and accounting professionals. · checkmark.com, 7 Oct 2026
- Security
- CheckMark says 1099 data is stored locally, not uploaded or accessed by CheckMark, and files are encrypted and opened with its software. · checkmark.com, 7 Oct 2026
- Support
- The plans include US-based customer support, with up to 60 minutes for Pro and 120 minutes for Pro+ within the tax year. · checkmark.com, 7 Oct 2026
- Supported forms
- It supports 1099-NEC, 1099-MISC, 1099-INT, 1099-DIV, 1099-R, and 1099-S. · checkmark.com, 7 Oct 2026
- System requirements
- The listed minimum requirements include 100 MB of disk space, 512 MB RAM, Windows 8 or higher or macOS Mojave or higher, a compatible printer, and Adobe Reader. · checkmark.com, 7 Oct 2026
- Tax year limit
- The product is intended for the 2026 tax filing year and cannot file forms for prior tax years. · checkmark.com, 7 Oct 2026
- Who it serves
- CheckMark describes the product as suitable for business owners, CPAs, accountants, tax preparers, bookkeepers, and 1099 filing service providers. · checkmark.com, 7 Oct 2026
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