No. 24 of 27 ·Tax Information Reporting Software

CheckMark 1099 Software

Name: CheckMark 1099 Software
Price: 239 USD

Windows · Mac · paid plans from $19.92/mo

Visit site Alternatives

Freedom report

No signalScore 4.9

Free tierNo free tier on record
Open codeNo open-source code on record
Runs widely2 of 6 device platforms
DocumentedThinly documented

CheckMark 1099 Software is ranked #24 of 27 in tax information reporting software on Freedom251. It runs on macOS, Windows. There is no free plan. A free trial is offered. Paid plans start at $19.92/mo.

CheckMark 1099 Software plans and pricing

All plans

CheckMark 1099 Print Pro $239/yr 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 checkmark.com · 7 Oct 2026

CheckMark 1099 Print Pro+ $259/yr 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 checkmark.com · 7 Oct 2026

CheckMark 1099 E-File Pro $319/yr 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 checkmark.com · 7 Oct 2026

CheckMark 1099 E-File Pro+ $339/yr 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 checkmark.com · 7 Oct 2026

Compared on tax information reporting software

Free plan: No
Paid from: $239/yr
Forms covered: 1099
Federal e-file: Yes
Recipient delivery: mail
Correction filing: Yes
Import methods: integrations

Best CheckMark 1099 Software alternatives

See all 20

One bar Tax1099 Free tier No. 1$20.75/mo6.4 One bar Yearli Free tier No. 2$10.75/mo6.4 One bar efile4Biz Free tier No. 3$12.42/mo6.3 One bar IRS IRIS Taxpayer Portal Free tier No. 4Free6.3 One bar TaxBandits Paid plans No. 5$19/mo5.5 No signal BoomTax Paid plans No. 6—5.4

The record

Purpose: The software prepares, prints, and e-files 1099 forms for businesses and accounting professionals.
Supported forms: It supports 1099-NEC, 1099-MISC, 1099-INT, 1099-DIV, 1099-R, and 1099-S.
Tax year limit: The product is intended for the 2026 tax filing year and cannot file forms for prior tax years.
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.
Data import: Users can import data from CheckMark Payroll, CheckMark MultiLedger, or a tab-delimited text file.
Security: CheckMark says 1099 data is stored locally, not uploaded or accessed by CheckMark, and files are encrypted and opened with its software.
Access controls: The software supports password-protected users with permissions that can restrict access to sensitive screens or information.
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.
Support: The plans include US-based customer support, with up to 60 minutes for Pro and 120 minutes for Pro+ within the tax year.
Desktop platforms: The desktop application supports Windows and macOS, including Intel-based and Apple Silicon Macs.
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.
Who it serves: CheckMark describes the product as suitable for business owners, CPAs, accountants, tax preparers, bookkeepers, and 1099 filing service providers.
Company history and headquarters: CheckMark says it has served small businesses since 1984 and is headquartered in Fort Collins, Colorado.
Founded: 1984
Price from: $19.92/mo

Where it ranks on Freedom251

Best Tax Information Reporting Software in 2026#24 of 27

Is CheckMark 1099 Software yours?

Claim it for free: prove the domain, then correct facts, plans and screenshots. An editor reviews every change.

Claim it free Promote CheckMark 1099 Software

Sources

checkmark.com/1099-software· checked 7 Oct 2026
checkmark.com/1099-software/pricing· checked 7 Oct 2026
checkmark.com/1099-software/system-requirements· checked 7 Oct 2026
checkmark.com/about-us· checked 7 Oct 2026