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Best 1099 Software for Small Businesses and Accountants

CheckMark 1099 Software simplifies the process of preparing, printing, and e-filing your 1099 forms with the IRS.

  • DIY 1099 tax software for paper and electronic filings
  • Supports 1099-NEC, -MISC, -INT, -DIV, -R, and –S Forms
  • Unlimited companies*, recipients, and filings
  • Ideal for small businesses, CPAs, and accountants
  • Supports FIRE System; IRIS filing support coming soon
  • Starting at just $239
Download now - It's free
Join 12000+ business owners windowsmacOS
desktop 1099 software

Trusted by more than 12000+ businesses

  • jw morton
  • cherokee and walker
  • martinez finance group
  • brien realty group
  • hatch furniture
  • pappas restaurant

All-in-One Solution for Your 1099 Tax Reporting Compliance

Managing 1099 tax filing is no small feat. With looming IRS deadlines, the pressure to avoid penalties, and the fear of missing deadlines for sending copies to recipients, it’s easy to feel overwhelmed. Whether you’re handling your own business or managing multiple clients, the task can quickly become a headache.

CheckMark 1099 Software streamlines the entire process, offering a one-stop solution to ensure your 1099 forms are filed accurately with the IRS. Send recipient copies on time, stay fully compliant with the latest IRS regulations, and reduce the stress of tax season. Stay organized and in control, so you can focus on what matters most—growing your business and supporting your clients.

Download now - It's free

All the Features You Need to Make IRS Tax Compliance Easier

File 1099

File Unlimited 1099s

Print or E-File as many 1099 forms as you need for your contractors or recipients, whenever you need.
Supports unlimited recipients

Manage Unlimited Companies*

Streamline your workflow by managing all your companies in a single platform. *Base license includes one company; add more for $30 each.
Supports unlimited recipients

Add Unlimited Recipients

Whether you're managing a few or hundreds of recipients, you can scale effortlessly without worrying about limitations.
1099 Forms

Supported Form Types

Our software supports 1099-NEC, 1099-MISC, 1099-INT, 1099-DIV, 1099-R, and 1099-S Forms.
1099 fire system

FIRE System

Supports FIRE electronic filing, which requires an IRS Transmitter Control Code (TCC)*.
1099 filing

IRIS System (Coming Soon)

Supports the IRIS Filing System, which requires both an EIN and an IRIS TCC to e-file your 1099 forms.
1099 filing

Bulk Filing

Creates a single file that includes all companies and forms ready for submission to the IRS.
tax data entry

Easy Data Entry

Import information seamlessly from CheckMark Payroll Software, CheckMark MultiLedger, or a tab-delimited text file.
multi user software

Multiple Users

Set up password-protected users with the ability to restrict or permit access to sensitive screens or information.

CheckMark 1099 Software Screenshots

CheckMark 1099 Software dashboard

The main screen provides a clear overview of all your companies. By selecting a company, you can easily view and manage a detailed list of recipients, streamlining the 1099 filing process for each entity at a glance.

Import setup information

Streamline data entry by importing setup information quickly. Choose the specific fields you wish to import from a tab-delimited text file, or easily integrate data from CheckMark MultiLedger and Payroll Software for even faster processing.

Add new company information

: Easily add new companies into our 1099 filing software with a few simple steps. Use the filter button on the main screen to quickly search for specific companies in your list, and effortlessly update company information as needed to keep everything accurate and up to date.

Add new recipient

Quickly add or update recipient details based on the recipient type. The intuitive interface allows for easy input of recipient information, and the filter button on the main screen helps you effortlessly search for specific recipients in your list, keeping everything organized.

Tax summary report

The 1099 Summary Report provides a detailed overview of recipient payments by 1099 type, allowing you to easily compare totals with Box 5 on Form 1096. Use this report to double-check the accuracy of your data before printing, ensuring your filings are precise and error-free.

Secured 1099 data

Set up multiple users with unique passwords and control access by assigning full admin privileges or limiting permissions. This feature allows you to manage user roles efficiently, ensuring secure and organized access to your 1099 filing system.

Rated the best

  • G2
  • capterra
  • GetApp

Take Control of Your 1099 Reporting

Streamline 1099

Boost efficiency in your 1099 reporting.

Save Money

Manage filings yourself and reduce costs.
See 1099 Pricing

Save Time

Simplify 1099 requirements and focus on growth.

Avoid Penalties

File 1099s on time to steer clear of IRS fines.

100% Accuracy

Deliver error-free 1099s to recipients and the IRS.

Simplified Compliance

Stay fully compliant with IRS laws and regulations.

desktop 1099 software

File Your 1099s in 3 Easy Steps!

1 add company

Add Company

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

Add Recipients

Choose the 1099 Form and enter recipient information in a screen similar to the Form 1099.
3 print ot e-file

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.

How to E-File 1099 Forms with CheckMark

FIRE SYSTEM

To e-file through the FIRE System, you need a FIRE Transmitter Control Code (TCC). Once you receive your FIRE TCC# from the IRS, you can create your FIRE System account. This process should be completed 45-60 days before the filing deadline. For more information, refer to pages 28-36 of Publication 1220 (Part B). Learn More >

IRIS PORTAL (Coming Soon)

To e-file through the IRIS Taxpayer Portal, you need an IRIS account and an IRIS Transmitter Control Code (TCC). This 5-digit code uniquely identifies your business when e-filing forms and is exclusive to IRIS. Ensure you complete this setup 45-60 days before the filing deadline. For more information, refer to IRIS Taxpayer Portal User Guide, Publication 5717. Learn More >

Note: Our software exports files in TXT format for the FIRE System and CSV format for the IRIS Taxpayer Portal. You are responsible for submitting these files to the respective portals.

Perfect for Any Business Size or Type

CheckMark 1099 Software is designed to meet the needs of virtually every business, from small startups with a few recipients to large enterprises with hundreds or even thousands of contractors. We’ve worked hard to create a powerful and flexible solution that handles everything from standard to complex 1099 requirements.

Whether you're new to 1099 forms or experienced, our user-friendly software offers all the features of high-priced online solutions—without the complexity. It’s intuitive, easy to navigate, and can get you up and running in minutes, regardless of your business’s size or industry.

  • Business Owners
  • CPAs
  • Accountants
  • Tax Preparers
  • Bookkeepers
  • 1099 Filing Service Providers

Here Is What Our Customers Have to Say

inverted commas CheckMark 1099 Software

Interface is similar to 1099 forms...

I use CheckMark software for printing Form 1099s to my contractors. The software is easy to figure out when compared to my previous software, which was complicated and stressful. The interface is similar to 1099 forms that make things easier for me while filing. The pricing is affordable. I have looked at a number of different software that allows us to file 1099 online and I didn't find any that offered what CheckMark does at such a reasonable price, for unlimited contractors and unlimited filings. No hidden or surprise fees either.

Denise, Wisconsin

inverted commas CheckMark 1099 Software

So much peace of mind during tax season...

I have used CheckMark 1099 software for the past 4 years. I like the software very much and have no problem with the features, functionality and support. It's pretty easy to use with low learning curve. I am able to e-file 1099 to the IRS in a matter of minutes. It allowed me to import information through CSV files from my accounting software. For me, CheckMark has given me so much peace of mind during tax season.

Joseph, California

inverted commas CheckMark 1099 Software

Intuitive tax software...

The simplicity of CheckMark 1099 program combined with a straightforward UI makes it an easy and intuitive piece of tax software to use for 1099 filings. The E-Filing process is made easy by integrating with the IRS's FIRE electronic filing system. Importing and exporting information is also hassle free. Ultimately it does what a lot of other products on the market do, however it simply does everything better & comes at budget friendly price.

Scott, Virginia[H]

inverted commas CheckMark 1099 Software

Excellent software...

I have been using CheckMark Payroll and 1099 Print for over ten years and am so thoroughly pleased with your products and service that I will continue to purchase them. You support the products excellently and I especially like that when there is an update, you release it immediately. Thank you for your efforts.

John, Maryland

Why Thousands of Businesses Trust CheckMark

For over 40 years, CheckMark has been dedicated to delivering reliable, user-friendly, and cost-effective solutions to small and medium-sized businesses. As pioneers of payroll and accounting software for the Mac platform in the '80s, we've continually evolved, now offering cross-platform programs for payroll, accounting, 1099, and 1095 reporting.

Our mission is simple: to provide high-quality business solutions that are both easy to use and priced with small and medium-sized businesses in mind. We take pride in our legacy and remain committed to offering trusted, dependable solutions that help your business thrive.

Fixed Pricing, No Surprises

CheckMark offers a one-time, low annual fee that covers everything—no hidden costs. Unlike other companies that nickel and dime you for setup, tech support, additional recipients, printing, or e-filing 1099s, we provide all-inclusive pricing so you know exactly what to expect.

Designed and Developed by 1099 Experts

With 40 years of experience in the software industry, our team of 1099 experts has crafted a robust, powerful solution that fits businesses of all sizes. Trust that you're in safe hands with CheckMark's expertise and dedication.

IRS Compliant

Staying up-to-date with constantly changing 1099 regulations can be challenging. Our team of dedicated professionals ensures you're always in compliance with IRS laws, regulations, and reporting requirements, so you can file with confidence.

US-Based Tech Support

CheckMark offers certified 1099 support representatives who are experts in the software and can quickly resolve any questions you may have. Reach us by phone, email, or chat for prompt, reliable assistance.

Supported 1099 Form Types

nec form type

Form 1099-NEC

Report nonemployee compensation of $600 or more in a tax year. This payment was reported in Box 7 on Form 1099-MISC before 2020.
misc form type

Form 1099-MISC

Report miscellaneous payments of $600 or more for prizes, awards, rent, gross proceeds to attorneys, healthcare payments, and royalties ($10+).
int form type

Form 1099-INT

Report interest income from banks, interest on US Savings Bonds, treasury obligations, bond premiums, investment expenses, etc.
div form type

Form 1099-DIV

Report dividends, capital gains, and cash liquidation distributions received from brokerage firms and other financial institutions.
r form type

Form 1099-R

Used by financial institutions to report distributions from annuities, pensions, profit-sharing plans, retirement plans, or insurance contracts.
s form type

Form 1099-S

Report gross proceeds from real estate transactions to report the sale or exchange of property.

Important 1099 Deadlines You Need to Know

1099 Forms Due Date to Recipients Filing to IRS By Mail E-Filing to IRS
1099-NEC January 31 January 31 January 31
1099-MISC
(No Data in Boxes 8 or 10)
January 31 February 28 March 31
1099-MISC
(With Data in Boxes 8 or 10)
February 15 February 28 March 31
1099-S February 15 February 28 March 31
1099-INT January 31 February 28 March 31
1099-DIV January 31 February 28 March 31
1099-R January 31 February 28 March 31

Note: If the due date/deadline falls on a Saturday, Sunday, or federal holiday, the filer will need to E-file on the next business day.

1099 FAQs

How to print 1099 forms?

When filing 1099-MISC and 1099-INT forms, you can print recipient copies on blank paper. However, the copies you submit to the IRS and state must be printed on pre-printed forms. For 1099-R, 1099-S, and 1099-DIV forms, all copies must be printed on pre-printed forms.

Can I file 1099s electronically?

Yes, you can electronically file 1099 forms with the IRS, eliminating the need to print and mail paper copies. Our 1099 Tax Form Software supports the FIRE System, and support for IRIS filing will be available soon.

How much does it cost to file 1099?

The base license of CheckMark 1099 Software includes a single company, single computer installation, and unlimited recipients and filings for a flat annual fee. CheckMark offers two versions: 1099 Print Software and 1099 E-File Software. You can add extra companies for just $30 each and install the software on additional computers for $99 per computer. There are no hidden fees or extra costs.

Where to purchase 1099 forms?

You can purchase 1099-MISC, -NEC, -INT, -DIV, -R, and -S forms directly from our online store. We offer high-quality forms with fast shipping at affordable rates, ensuring you receive your order quickly and hassle-free.

Is your Software compatible with both Windows and macOS?

Yes, CheckMark 1099 Software is fully compatible with the latest versions of both Windows and macOS. It’s the best 1099 software on the market, designed to work flawlessly on both operating systems.

Simplify Your 1099 Reporting Today with CheckMark

Desktop 1099 software designed and built for small businesses and accountants

Download now - It's free
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