Freedom251 › Cheque Printing Software
PrintBoss
What PrintBoss is
PrintBoss automates check writing and check printing for QuickBooks, Microsoft Dynamics, Sage, and other accounting software. It is available on web and Windows, and PrintBoss Online uses the QuickBooks Online API to update QuickBooks Online with a printed-check status. Users can print top, middle, or bottom checks and add a company logo. Other document features include electronic signatures, positive-pay files, ACH payments, emailing, faxing, and PDF archiving. Security controls include encrypted signature files, password-protected bank accounts, employee permissions, and positive-pay functionality. The mobile-ready Online interface supports generating checks from a device and printing them when connected to a printer. Plans are priced per QuickBooks company per month: Personal is $10 a month for one user, Small Business is $14 a month for two to four users, Corporation is $18 a month for five to nine users, and Enterprise is $22 a month for 10 or more users. PrintBoss Enterprise is also listed at $795, paid once and includes 500 checks. PrintBoss Online does not support QuickBooks Online Payroll.
Who it suits
PrintBoss may suit businesses using QuickBooks, Microsoft Dynamics, Sage, or other supported accounting software that need check-writing and printing features. Its plan tiers are organized by QuickBooks company and user count.
What it does well
- Supports several accounting products, including QuickBooks and Sage.
- Offers top, middle, and bottom check formats.
- Includes ACH payments, positive-pay files, and PDF archiving.
- Mobile-ready Online interface can generate checks from a device.
- 30-day trial available at no cost.
What to know first
- PrintBoss Online does not support QuickBooks Online Payroll.
- Telephone technical support after the included period requires a service plan.
- Check mailing service charges per-check fees.
Limits
The Personal plan costs $10.00 per month per QuickBooks company and allows one user. PrintBoss Online does not support QuickBooks Online Payroll, which requires PrintBoss Select or PrintBoss Enterprise.
Plans
| Plan | Billed and limits | Price |
|---|---|---|
| Personal | Per QuickBooks company/month · 1 user | $10 a month |
| Small Business | Per QuickBooks company/month · 2-4 users | $14 a month |
| Corporation | Per QuickBooks company/month · 5-9 users | $18 a month |
| Enterprise | Per QuickBooks company/month · 10+ users | $22 a month |
| PrintBoss Enterprise | Price per Unit · Includes 500 Checks | $795, paid once |
As printboss.com lists them, read 30 Sept 2026. The maker's own page has the final word.
Getting started
- Open the PrintBoss website
- Choose the web or Windows delivery option
- Select a plan priced per QuickBooks company and user count
- Start the 30-day trial
- Connect PrintBoss Online to QuickBooks Online through its API
- Generate checks and print them when connected to a printer
Verdict
PrintBoss combines check printing with accounting-document features and security controls across web and Windows offerings. Review the payroll limitation and plan pricing by QuickBooks company before choosing a version.
Questions
How much does PrintBoss cost?
Plans start at $10.00 per month per QuickBooks company for one user. Small Business is $14.00 for two to four users, Corporation is $18.00 for five to nine users, and Enterprise is $22.00 for ten or more users. PrintBoss Enterprise is also listed at $795.00 once and includes 500 checks.
Is there a free trial?
Yes. PrintBoss offers a 30-day trial at no cost, including Enterprise and QuickBooks-exclusive Select versions for testing.
Which platforms does PrintBoss support?
PrintBoss is offered on the web and Windows. Its compatibility includes Microsoft Windows XP and later.
Does it work with QuickBooks Online Payroll?
No. PrintBoss Online does not support QuickBooks Online Payroll; payroll users are directed to PrintBoss Select or PrintBoss Enterprise.
What accounting systems can it connect to?
PrintBoss supports QuickBooks, Microsoft Dynamics, Sage and other listed accounting products. PrintBoss Online uses the QuickBooks Online API to update printed-check status.
What does telephone support cost?
After the included support period, telephone technical support requires an annual service plan priced at $140 for one year of service and version updates.
Facts from PrintBoss's own pages
- Accounting compatibility
- PrintBoss is compatible with Microsoft Windows XP and later and supports QuickBooks, Microsoft Dynamics, Sage, and other listed accounting products. · printboss.com, 30 Sept 2026
- Check formats
- PrintBoss Online can print top, middle, or bottom checks and customize checks with a company logo. · printboss.com, 30 Sept 2026
- Check mailing service
- The PrintBoss Check Printing Service charges $1.30 per domestic check and $2.00 per international check under its standard pricing. · printboss.com, 30 Sept 2026
- Company history
- PrintBoss was created by Wellspring Software in 1990 and the company relocated to Manchester, Missouri, in 1996. · printboss.com, 30 Sept 2026
- Document features
- PrintBoss supports electronic signatures, positive-pay files, ACH payments, emailing, faxing, and PDF archiving of accounting documents. · printboss.com, 30 Sept 2026
- Founded
- 1990 · printboss.com, 28 Sept 2026
- Headquarters
- Manchester, Missouri, United States · printboss.com, 28 Sept 2026
- Mobile use
- PrintBoss Online has a mobile-ready interface that lets users generate checks from any device and print them when connected to a printer. · printboss.com, 30 Sept 2026
- Payroll limitation
- PrintBoss Online does not support QuickBooks Online Payroll; payroll users are directed to PrintBoss Select or PrintBoss Enterprise. · printboss.com, 30 Sept 2026
- Purpose
- PrintBoss is automated check-writing and check-printing software for QuickBooks, Microsoft Dynamics, Sage, and other accounting software. · printboss.com, 30 Sept 2026
- QuickBooks Online integration
- PrintBoss Online uses the QuickBooks Online API and automatically updates QuickBooks Online with a printed check status. · printboss.com, 30 Sept 2026
- Security controls
- PrintBoss provides encrypted signature files, password-protected bank accounts, employee permissions, and positive-pay functionality. · printboss.com, 30 Sept 2026
- Support
- After the included support period, telephone technical support requires an annual service plan listed at $140 for one year of service and version updates. · printboss.com, 30 Sept 2026
- Trial
- PrintBoss offers a 30-day trial at no cost, with Enterprise and QuickBooks-exclusive Select versions available to test. · printboss.com, 30 Sept 2026
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