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Head-to-head · Check Printing Software

PrintBoss vs SimpleChecks

  • Updated Nov 2026
  • Both researched from official sources
  • 5 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
SimpleChecks #8 in Check Printing Software 8.6/10 Free plan Free plan✓ 1 of 2 features Visit SimpleChecks

PrintBoss leads on 1 check, SimpleChecks on 1, and 3 are even. Who comes out ahead on the 5 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
  • Lowest starting pricePrintBoss · $10/mo
  • Free planonly SimpleChecks
  • Free trialonly PrintBoss
  • Most featuresPrintBoss · 2 of 2

PrintBoss scores higher on our rubric for check printing software: 9.0 against 8.6 out of 10; our editors rank them #4 and #8.

SimpleChecks offers free plan; PrintBoss doesn't. PrintBoss is cheaper to start at $10/mo against $14.99/mo. On delivery model, PrintBoss gives you Both where SimpleChecks offers Web. On layout customization, PrintBoss gives you Both where SimpleChecks offers Customizable.

PrintBoss is the better fit for quickBooks users seeking low-cost mature software. SimpleChecks is the better fit for teams needing APIs and QuickBooks import.

  • PrintBoss fits best

    QuickBooks users seeking low-cost mature software

  • SimpleChecks fits best

    Teams needing APIs and QuickBooks import

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Side by side

Feature PrintBoss 9.0/10 Visit ↗ SimpleChecks 8.6/10 Visit ↗
At a glance
Editor score 9.0 8.6
Ranking #4 in Check Printing Software #8 in Check Printing Software
Best for QuickBooks users seeking low-cost mature software Teams needing APIs and QuickBooks import
Pricing model Paid Free plan + paid
Starting price $10/mo (best) $14.99/mo
Free plan — ✓ (best)
Free trial 30 days —
Deployment Cloud, Desktop Cloud
Platforms Web, Windows Web
Support Email, Phone, Tickets, Docs Email, Docs · 24/7
Integrations 15 integrations 5 integrations
Built for Small business, Mid-market, Enterprise Solo, Small business, Mid-market, Enterprise
Features PrintBoss 2/2 · SimpleChecks 1/2
MICR printing ✓ (best) Not checked yet
Blank-check support ✓ ✓
Specs
Delivery model Both Web
Accounting import Direct Not checked yet
Layout customization Both Customizable
User limit 1 users 1 users
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
  • Free usage-based entry point with unlimited payees
  • REST APIs, webhooks, and third-party app integration
  • Supports white paper, existing check stock, and secure email
Cons
  • No free plan
  • Desktop editions require Windows
  • Online pricing is organized around QuickBooks companies
  • MICR printing may not suit some core workflows
  • QuickBooks integration is limited to the Enterprise plan
  • The category specification lists a one-user limit
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 →

SimpleChecks is a web-based check-printing platform for businesses that need to create and manage checks across multiple bank accounts. It supports printing on white paper or existing check stock, securely emailing checks, importing CSV…

Read the review →
  1. PrintBossCheck Printing Software 9.030-day trial
  2. SimpleChecksCheck Printing Software 8.6Free plan

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

  • SimpleChecks — where it wins

    • Free usage-based entry point with unlimited payees
    • REST APIs, webhooks, and third-party app integration
    • Supports white paper, existing check stock, and secure email

    Where it doesn't

    • MICR printing may not suit some core workflows
    • QuickBooks integration is limited to the Enterprise plan
    • The category specification lists a one-user limit

PrintBoss vs SimpleChecks: questions

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

PrintBoss scores higher on our rubric for check printing software: 9.0 against 8.6 out of 10; our editors rank them #4 and #8.

How do PrintBoss and SimpleChecks compare?

Of the 5 checks we put side by side, PrintBoss leads on 1, SimpleChecks on 1, and 3 are level. PrintBoss costs less: $10/mo vs $14.99/mo; Free plan only on SimpleChecks.

Which costs less, PrintBoss or SimpleChecks?

PrintBoss costs less: $10/mo vs $14.99/mo.

Do PrintBoss and SimpleChecks have a free plan?

PrintBoss: No. SimpleChecks: Yes.

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