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1099 Pro

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What 1099 Pro is

1099 Pro Enterprise is Windows desktop software for preparing 1099 and related information returns. It supports forms including 1098, 1099, 3921, 3922, 5498, W-2G, and W-9/B-Notices. Records can be entered manually or imported from XLS, XLSX, TAB, CSV, and pipe-delimited files. The product page describes capacity of 5,000 records per entity, with additional records available through bump codes. For tax year 2026, federal IRIS e-filing runs through the Sovos Service Bureau, which converts records to XML and transmits them to the IRS using its TCC. Enterprise can generate state-specific electronic files and paper PDFs for self-filing directly with states; CF/SF filing is included with federal e-file orders. The software prints recipient copies and instructions on blank paper. Print-and-mail and eDelivery are available for additional fees. Its TIN Management Utility tracks W-9, W-9S, and first and second B-Notice requests. Configurable user restrictions and audit trails support oversight of form changes. Plans are one-time purchases: $699, paid once for one user, $1,399, paid once for 2 to 5 users, and $2,199, paid once for unlimited users. A functional demo prints sample data until activated with a purchased product code.

Who it suits

1099 Pro Enterprise suits businesses or tax filing teams preparing information returns on Windows, especially those handling multiple filing entities or needing configurable user access and audit trails. It also fits users who want both federal e-filing and tools for state self-filing.

What it does well

  • Supports multiple information-return forms, including 1099 and 1098.
  • Imports XLS, XLSX, TAB, CSV, and pipe-delimited files.
  • Supports manual entry alongside file imports.
  • Includes TIN request tracking for W-9, W-9S, and B-Notices.
  • Creates state-specific electronic files and paper PDFs.

What to know first

  • Windows 11 or Windows Server 2016 or later is required.
  • There is no free plan.
  • Print-and-mail and eDelivery services cost extra.

Limits

The product page describes capacity of 5,000 records per entity, with additional records available through bump codes. The demo prints sample data only until activated with a purchased product code.

Plans

PlanBilled and limitsPrice
1099 Pro Enterprise — 2 to 5 Users5,000+ forms · unlimited filing entities · 2 to 5 users$1,399, paid once
1099 Pro Enterprise — Unlimited Users5,000+ forms · unlimited filing entities · unlimited users$2,199, paid once
1099 Pro Enterprise — Single User5,000+ forms · unlimited filing entities · single user$699, paid once

As desktop.1099pro.com lists them, read 3 Oct 2026. The maker's own page has the final word.

Getting started

  1. Visit the 1099 Pro Enterprise product page.
  2. Choose a one-time plan for one user, 2 to 5 users, or unlimited users.
  3. Install on Windows 11 or Windows Server 2016 or later.
  4. Use the functional demo with sample data, or activate it with a purchased product code.
  5. Enter records manually or import a supported file format.

Verdict

Choose 1099 Pro Enterprise if you need Windows software for preparing information returns, with federal e-filing and state self-filing outputs. Consider another option if you need a free plan or require a platform other than the listed Windows environments.

Questions

How much does 1099 Pro Enterprise cost?

The single-user plan is $699, paid once, the 2 to 5 users plan is $1,399, paid once, and the unlimited-users plan is $2,199, paid once.

Is there a free plan or trial?

There is no free plan. A functional demo is available, but it prints sample data until activated with a purchased product code.

Which forms does Enterprise support?

Supported forms include 1098, 1099, 3921, 3922, 5498, W-2G, and W-9/B-Notices.

Which operating systems does it require?

It requires Windows 11 or Windows Server 2016 or later, and supports 32-bit or 64-bit systems.

Does it support state filing?

It can generate state-specific electronic files and paper PDFs for self-filing. CF/SF filing is included with federal e-file orders.

Are recipient delivery services included?

The software prints recipient copies and instructions on blank paper. Print-and-mail and eDelivery are available for additional fees.

Facts from 1099 Pro's own pages

Company and headquarters
The site identifies the company as 1099 Pro LLC and lists its address as 1055 Howell Mill Road, Suite 750, Atlanta, GA 30318. · desktop.1099pro.com, 3 Oct 2026
Compliance
The vendor says its hosting and data facilities passed an SSAE 18 SOC 1 Type II audit without exception. · desktop.1099pro.com, 3 Oct 2026
Demo
A functional demo is available, but it prints sample data only until activated with a purchased product code. · desktop.1099pro.com, 3 Oct 2026
Filing workflow
For tax year 2026, federal IRIS e-filing is handled through the Sovos Service Bureau, which converts records to the required XML and transmits them to the IRS using its TCC. · desktop.1099pro.com, 3 Oct 2026
Form types
Enterprise supports 1098, 1099, 3921, 3922, 5498, W-2G, and W-9/B-Notices. · desktop.1099pro.com, 3 Oct 2026
Headquarters
Atlanta, Georgia, United States · desktop.1099pro.com, 28 Sept 2026
Import
It imports XLS, XLSX, TAB, CSV, and pipe-delimited files, and supports manual entry. · desktop.1099pro.com, 3 Oct 2026
Platform requirements
Enterprise requires Windows 11 or Windows Server 2016 or later and supports 32-bit or 64-bit systems. · desktop.1099pro.com, 3 Oct 2026
Print and mail
The software prints recipient copies and instructions on blank paper, and Service Bureau print-and-mail and eDelivery services are available for additional fees. · desktop.1099pro.com, 3 Oct 2026
Purpose
1099 Pro Enterprise is a desktop solution for 1099, W-2, 1098, and 5498 filers. · desktop.1099pro.com, 3 Oct 2026
Recipient and TIN tools
The included TIN Management Utility can create and track W-9, W-9S, and first and second B-Notice requests. · desktop.1099pro.com, 3 Oct 2026
Record capacity
The page describes 5,000 records per entity, with additional records available via bump codes. · desktop.1099pro.com, 3 Oct 2026
Security
Enterprise offers configurable user access restrictions and audit trails recording who changed a form and when. · desktop.1099pro.com, 3 Oct 2026
State filing
Enterprise can generate state-specific electronic files and paper PDFs for self-filing directly to states, and CF/SF filing is included with federal e-file orders. · desktop.1099pro.com, 3 Oct 2026
Support
The product page lists video tutorials, FAQs, LiveChat, email, and phone support; it gives standard support hours as Monday through Friday, 7am–5pm PST. · desktop.1099pro.com, 3 Oct 2026

Where 1099 Pro stands on Freedom251

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