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Head-to-head · Check Printing Software

PrintBoss vs Checkeeper

  • Updated Nov 2026
  • Both researched from official sources
  • 3 checks side by side
Higher score PrintBoss #4 in Check Printing Software 9.0/10 30-day trial Free trial✓ 2 of 2 features Visit PrintBoss
Checkeeper #7 in Check Printing Software 8.7/10 14-day trial Free trial✓ 2 of 2 features Visit Checkeeper

PrintBoss leads on 0 checks, Checkeeper on 0, and 3 are even. Who comes out ahead on the 3 yes/no, price and count checks where we have data for both products. The editor score weighs everything else too.

Our verdict

  • Highest scorePrintBoss · 9.0/10
  • Free trialboth

PrintBoss scores higher on our rubric for check printing software: 9.0 against 8.7 out of 10; our editors rank them #4 and #7.

On delivery model, PrintBoss gives you Both where Checkeeper offers Web.

PrintBoss is the better fit for quickBooks users seeking low-cost mature software. Checkeeper is the better fit for web-based printing and mailing workflows.

  • PrintBoss fits best

    QuickBooks users seeking low-cost mature software

  • Checkeeper fits best

    Web-based printing and mailing workflows

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Side by side

Feature PrintBoss 9.0/10 Visit ↗ Checkeeper 8.7/10 Visit ↗
At a glance
Editor score 9.0 8.7
Ranking #4 in Check Printing Software #7 in Check Printing Software
Best for QuickBooks users seeking low-cost mature software Web-based printing and mailing workflows
Pricing model Paid Paid
Starting price $10/mo —
Free plan — —
Free trial 30 days 14 days
Free trial length 30 days · no card needed 14 days · no card needed
Deployment Cloud, Desktop Cloud
Platforms Web, Windows Web
Support Email, Phone, Tickets, Docs Email, Live chat · 24/7
Integrations 15 integrations 4 integrations
Built for Small business, Mid-market, Enterprise Solo, Small business
Features PrintBoss 2/2 · Checkeeper 2/2
MICR printing ✓ ✓
Blank-check support ✓ ✓
Specs
Delivery model Both Web
Accounting import Direct Direct
Layout customization Both Both
User limit 1 users Not checked yet
Our review
Pros
  • Prints MICR details and checks on blank stock
  • Supports QuickBooks, Sage, Microsoft Dynamics, and more
  • Adds signatures, Positive Pay, and document archiving
  • Prints MICR checks on blank paper or check stock
  • Supports batch printing, mailing, and multiple bank accounts
  • Connects with QuickBooks Online, FreshBooks, Xero, and Harvest
Cons
  • No free plan
  • Desktop editions require Windows
  • Online pricing is organized around QuickBooks companies
  • Requires a paid plan after the 14-day free trial
  • Platform access centers on web and API workflows
  • Mailing is an optional add-on rather than part of core printing
Our verdict

PrintBoss is check-printing software for businesses that need to produce checks from accounting systems. It supports blank check stock, including company and bank information, and offers both browser-based and Windows desktop deployment.…

Read the review →

Checkeeper is web-based check printing and mailing software for businesses, bookkeepers, accountants, and individuals. Its workflow covers customizable check templates, MICR font encoding, printing on blank paper or check stock, and…

Read the review →
  1. PrintBossCheck Printing Software 9.030-day trial
  2. CheckeeperCheck Printing Software 8.714-day trial

Strengths and trade-offs

  • PrintBoss — where it wins

    • Prints MICR details and checks on blank stock
    • Supports QuickBooks, Sage, Microsoft Dynamics, and more
    • Adds signatures, Positive Pay, and document archiving

    Where it doesn't

    • No free plan
    • Desktop editions require Windows
    • Online pricing is organized around QuickBooks companies

  • Checkeeper — where it wins

    • Prints MICR checks on blank paper or check stock
    • Supports batch printing, mailing, and multiple bank accounts
    • Connects with QuickBooks Online, FreshBooks, Xero, and Harvest

    Where it doesn't

    • Requires a paid plan after the 14-day free trial
    • Platform access centers on web and API workflows
    • Mailing is an optional add-on rather than part of core printing

PrintBoss vs Checkeeper: questions

Which is better for check printing software, PrintBoss or Checkeeper?

PrintBoss scores higher on our rubric for check printing software: 9.0 against 8.7 out of 10; our editors rank them #4 and #7.

How do PrintBoss and Checkeeper compare?

All 3 checks we put side by side come out level: neither leads on any.

Do PrintBoss and Checkeeper have a free plan?

PrintBoss: No. Checkeeper: No.

More comparisons

All check printing software comparisons → · Full ranking →

Reviewed by iTechGuides Editors · Editorial team · Updated Nov 2026

Last updated · How we research and update