Meet the #1 Desktop 1099 Software

The only 1099 software that your small business will need

Download Demo

1099 software that small businesses love

Finally, an easy-to-use, affordable, top-notch 1099 Software! Choose from two versions, depending: E-File or Print compatible with Windows® and Mac® operating systems.

Checkmark’s 1099 program includes 1099-MISC, 1099-INT, 1099-DIV, 1099-R and 1099-S forms. Print forms 1099 on blank paper or as mandated by the IRS. Save time by importing prior year data. Choose the E-file version to file electronically via the IRS’s FIRE system.

Enter your information in screens designed to look like the real forms 1099 and eliminate mistakes. Our program is specifically designed to handle unlimited companies and unlimited recipients.

Before you can E-File, you must submit Form 4419 (Application for Filing Information Returns Electronically) and receive approval from the IRS. For more information visit www.irs.gov/pub/irs-pdf/f4419.pdf

*Please note: The IRS may take up to 45 days to approve your application and you need to create an account on the IRS’s FIRE system in order to submit your filings.

The only 1099 software that your small business will need

1099 Software you can trust!

What happens when you take the best accountants, software developers, and small business experts and let them work together?

You get the best 1099 software for your small business.

We've worked really hard to build the powerful 1099 software for small businesses having anything from standard to complex 1099 requirements. Regardless of industry, business objective or technology, CheckMark 1099 software gives you all the features you'd expect from powerful 1099 software.

CheckMark 1099 for 2018: Updated 1099, 1096 and electronic formatting for 2018 tax filing. See What's New

Discover Why Thousands of Business Owners Trust CheckMark’s 1099 Software

For over 34 years, CheckMark has been committed to providing the most reliable, user-friendly and cost-effective solutions to small and medium-sized businesses. Checkmark pioneered Payroll and accounting software for the Mac platform in the '80s. Since then, we have developed cross-platform programs for payroll, accounting, 1099 and 1095 reporting.

Our highest priority is to develop high-quality business solutions that are simple to use and are priced with the small and medium-sized business in mind. We are proud of our achievements and remain committed to providing the most trusted and reliable solutions to run your business.

File your 1099s in 3 Easy Steps!

  • Add Company

    Set up your company and add the payer's name, federal ID, and other details to get started.

  • Add Recipients

    Enter recipient information in a screen similar to the Form 1099.

  • Print or E-File 1099s

    Based on your requirements, print 1099 forms on blank paper or pre-printed forms (or) E-file directly to the IRS.

CheckMark 1099 Software Pricing

CheckMark's 2018 1099 Print software processes 1099’s for MISC, INT, DIV, S and R forms. You can have unlimited companies and set up unlimited recipients for each company.

CheckMark 1099 software packages offer everything you need at one low price. There are no hidden fees or surprises. Our 1099 program has all the features a small business needs. Choose from either 1099 Print or E-File Version and get started today.


1099 Pro+ Software $219.00

Get support quickly so you can get back to business with Pro+ plan. Best for customers, who want faster support

  • All software features included
  • Up to 300 minutes of support
  • Access to exclusive Pro+ toll-free phone number
  • Top-of-the-queue priority
  • Reduced data recovery rates
  • Online access to program patches
  • Exclusive priority Support Live Chat

1099 Pro Software $199.00

Ideal for customers looking for reliable 1099 software, excellent service and great value. Best for customers with basic knowledge of tax reporting and filing.

  • All software features included
  • Up to 90 minutes of U.S. based support
  • Online access to program patches

1099 Pro+ Software

$139.00

Get support quickly so you can get back to business with Pro+ plan. Best for customers, who want faster support

  • All software features included
  • Up to 300 minutes of support
  • Access to exclusive Pro+ toll-free phone number
  • Top-of-the-queue priority
  • Reduced data recovery rates
  • Online access to program patches
  • Exclusive priority Support Live Chat

1099 Pro Software

$119.00

Ideal for customers looking for reliable 1099 software, excellent service and great value. Best for customers with basic knowledge of tax reporting and filing.

  • All software features included
  • Up to 90 minutes of U.S. based support
  • Online access to program fixes

Already Own 1099? Purchase the Update Here

Here is what our customers have to say

Take Control of your 1099 Reporting today

Desktop 1099 Software designed and built for small businesses

Download Demo Now