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Head-to-head · Check Printing Software

PrintBoss vs SimpleChex

  • Updated Sep 2026
  • Both researched from official sources
  • 5 checks side by side
Higher score PrintBoss #4 in Check Printing Software 8.2/10 From $10/mo · 30-day trial ✓ 2 of 2 features Visit PrintBoss
SimpleChex #8 in Check Printing Software 7.2/10 Free plan · paid from $5/mo Free plan✓ 2 of 2 features Visit SimpleChex

PrintBoss leads on 0 checks, SimpleChex on 2, 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 · 8.2/10
  • Lowest starting priceSimpleChex · $5/mo
  • Free planonly SimpleChex

PrintBoss scores higher on our rubric for check printing software: 8.2 against 7.2 out of 10; our editors rank them #4 and #8.

SimpleChex offers free plan; PrintBoss doesn't. SimpleChex is cheaper to start at $5/mo against $10/mo. On delivery model, PrintBoss gives you Both where SimpleChex offers Web. On accounting import, PrintBoss gives you Direct where SimpleChex offers None. On layout customization, PrintBoss gives you Both where SimpleChex offers Customizable.

PrintBoss is the better fit for quickBooks users seeking low-cost mature software. SimpleChex is the better fit for low-cost teams needing approvals and audit history.

  • PrintBoss fits best

    QuickBooks users seeking low-cost mature software

  • SimpleChex fits best

    Low-cost teams needing approvals and audit history

Advertiser disclosure: iTechGuides is reader-supported. We may earn a commission when you click some links. How we rank.

Side by side

Feature PrintBoss 8.2/10 Visit ↗ SimpleChex 7.2/10 Visit ↗
At a glance
Editor score 8.2 7.2
Ranking #4 in Check Printing Software #8 in Check Printing Software
Best for QuickBooks users seeking low-cost mature software Low-cost teams needing approvals and audit history
Pricing model Paid Free plan + paid
Starting price $10/mo $5/mo (best)
Free plan — ✓ (best)
Free trial — —
Deployment Cloud, Desktop Cloud
Platforms Web, Windows Web
Support Email, Phone, Tickets, Docs Email, Docs
Built for Small business, Mid-market, Enterprise Solo, Small business
Features PrintBoss 2/2 · SimpleChex 2/2
MICR printing ✓ ✓
Blank-check support ✓ ✓
Specs
Delivery model Both Web
Accounting import Direct None
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
  • Permanent Free plan with MICR printing and signature stamping
  • Prints on plain paper or blank check stock
  • Firm adds team scoping, multi-business workspaces, and audit history
Cons
  • No free plan
  • Desktop editions require Windows
  • Online pricing is organized around QuickBooks companies
  • Web-only access limits platform flexibility
  • No listed accounting-software import workflow
  • Free and Solo plans support one business
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 →

SimpleChex is a web-based check-printing platform for small businesses, bookkeepers, and teams. It generates PDF business checks with the MICR E-13B font, supports printing on plain paper or blank check stock, and can email checks as PDFs.…

Read the review →
  1. PrintBossCheck Printing Software 8.2From $10/mo · 30-day trial
  2. SimpleChexCheck Printing Software 7.2Free plan · paid from $5/mo

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

  • SimpleChex — where it wins

    • Permanent Free plan with MICR printing and signature stamping
    • Prints on plain paper or blank check stock
    • Firm adds team scoping, multi-business workspaces, and audit history

    Where it doesn't

    • Web-only access limits platform flexibility
    • No listed accounting-software import workflow
    • Free and Solo plans support one business
  • PrintBoss8.2/10 · From $10/mo · 30-day trial

    A mature, low-cost choice for QuickBooks users needing MICR and blank-stock printing.

    Visit PrintBossFull verdict →
  • SimpleChex7.2/10 · Free plan · paid from $5/mo

    A low-cost web check printer with approvals, scoping, and audit history.

    Visit SimpleChexFull verdict →

More comparisons

All check printing software comparisons → · Full ranking →

Reviewed by iTechGuides Editors · Editorial team · Updated Sep 2026

Last updated · How we research and update