1099 Express vs CheckMark 1099 Software
1099 Express
1099express.comCheckMark 1099 Software
checkmark.comSide by side
| Figure | 1099 Express | CheckMark 1099 Software |
|---|---|---|
| Price from | — | $19.92/mo |
| Free plan | — | — |
| Free trial | — | Yes |
| Open source | — | — |
| Web | Yes | — |
| Windows | Yes | Yes |
| macOS | — | Yes |
| Plans published | 4 | 4 |
| Spec score · Tax Information Reporting Software | 7.8 (#10) | 8.0 (#9) |
| Founded | 1996 | 1984 |
| Free demo | The company says its functional demo is free to explore and that a license is purchased when ready to file. | The free demo uses a preconfigured sample company and lets users try the features by printing or creating electronic files from sample data. |
| Headquarters | McQueeney, Texas, United States | Fort Collins, Colorado, United States |
| Purpose | 1099Express provides information-return preparation and filing for 1099, W-2, 1042-S, and ACA 1095 forms. | The software prepares, prints, and e-files 1099 forms for businesses and accounting professionals. |
| Security | The company states that it is SOC 2 Type II and PCI DSS compliant. | CheckMark says 1099 data is stored locally, not uploaded or accessed by CheckMark, and files are encrypted and opened with its software. |
| Support | The company offers U.S.-based phone support Monday through Friday, 9 AM to 5 PM CST. | The plans include US-based customer support, with up to 60 minutes for Pro and 120 minutes for Pro+ within the tax year. |
Plans
1099 Express
- 1099Express$199, paid once
- W-2 Express$199, paid once
- 1042-S Express$348, paid once
- 1095 Express$399, paid once
CheckMark 1099 Software
- CheckMark 1099 Print Pro$239 a year
- CheckMark 1099 Print Pro+$259 a year
- CheckMark 1099 E-File Pro$319 a year
- CheckMark 1099 E-File Pro+$339 a year
In their own words
1099 Express
1099 Express has no write-up on Specifiction yet; its figures are above.
CheckMark 1099 Software
CheckMark 1099 Software prepares, prints, and e-files forms for businesses and accounting professionals. It supports 1099-NEC, 1099-MISC, 1099-INT, 1099-DIV, 1099-R, and 1099-S, and is intended for the 2026 tax filing year; it cannot file forms for earlier years. The desktop application runs on Windows and macOS, including Intel-based and Apple Silicon Macs. Data can be imported from CheckMark Payroll, CheckMark MultiLedger, or a tab-delimited text file. For IRS IRIS filing, the software creates CSV files that users upload and submit through the IRIS Taxpayer Portal, which requires an IRIS account and TCC. CheckMark says data remains on the user's computer and is not uploaded or accessed by the company; files are encrypted and opened with its software. Password-protected users can have permissions restricting access to sensitive screens or information. Plans start at $239 a year for the 2026 tax year version. A free demo uses sample company data for printing or creating electronic files.