Checkeeper vs PrintBoss Comparison: Reviews, Features, Pricing & Alternatives in 2026

Detailed side-by-side comparison to help you choose the right solution for your team

Updated May 2026 8 min read

Checkeeper

0.0 (0 reviews)

Checkeeper is a versatile online check printing software that allows you to design, print, and mail professional business checks from any device using your own printer and blank check stock.

Starting at $20/mo
Free Trial 14 days
VS

PrintBoss

0.0 (0 reviews)

PrintBoss is an check printing software that integrates with your accounting system to print checks onto blank security paper while managing multiple bank accounts and electronic payments.

Starting at $99/mo
Free Trial 30 days

Quick Comparison

Feature Checkeeper PrintBoss
Website checkeeper.com printboss.com
Pricing Model Subscription One_time
Starting Price $20/month $99/month
FREE Trial ✓ 14 days free trial ✓ 30 days free trial
Free Plan ✘ No free plan ✘ No free plan
Product Demo ✘ No product demo ✓ Request demo here
Deployment cloud mobile desktop saas
Integrations QuickBooks Online Xero FreshBooks Odoo Harvest Zoho Books Zapier Gusto Tiller Sage 50 Sage 100 Sage 300 QuickBooks Microsoft Dynamics SAP Business One Acumatica Everest Traverse
Target Users solopreneur small-business small-business mid-market
Target Industries accounting real-estate construction
Customer Count 0 0
Founded Year 2013 1990
Headquarters Orlando, USA Mechanicsville, USA

Overview

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Checkeeper

Checkeeper is a dedicated check printing solution designed to simplify how you handle outgoing payments. Instead of keeping expensive pre-printed checks for multiple bank accounts, you can use this platform to print professional checks on blank stock using any standard printer. It eliminates the need for manual data entry by syncing directly with your existing accounting tools, allowing you to manage your entire accounts payable process from a single dashboard.

You can choose to print checks yourself or use the built-in fulfillment service to have them printed and mailed for you. This flexibility makes it an ideal tool for small business owners, bookkeepers, and remote teams who need to issue payments quickly without being tied to a physical office. The software maintains a searchable digital registry of every check you create, ensuring your financial records stay organized and audit-ready at all times.

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PrintBoss

PrintBoss is a specialized check printing and document management tool designed to simplify how you handle outgoing payments. Instead of maintaining a stock of expensive pre-printed checks for every bank account, you can use one blank check stock for all your company and bank needs. The software automatically identifies the correct bank information and company logo based on the data sent from your accounting system.

You can also use the platform to digitize your entire accounts payable workflow. It allows you to email documents securely, create PDF archives of printed checks, and even process ACH payments if you want to move away from paper entirely. It is a practical solution for businesses that manage multiple entities or bank accounts and want to reduce the risk of check fraud while saving on administrative costs.

Overview

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Checkeeper Features

  • Custom Template Designer Drag and drop elements to create professional check layouts that match your brand and align perfectly with your check stock.
  • Blank Check Printing Print secure checks on affordable blank check stock using any standard inkjet or laser printer you already own.
  • Automatic MICR Encoding Generate the required bank routing and account numbers in the specialized MICR font to ensure your checks pass bank clearing.
  • Check Mailing Service Let the fulfillment team print, stuff, and mail your checks via USPS so you never have to touch an envelope.
  • Secure Check Registry Access a complete, searchable history of every check issued to simplify your bank reconciliations and year-end tax preparation.
  • Multi-User Access Invite your bookkeeper or team members to create checks while maintaining control over permissions and approval workflows.
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PrintBoss Features

  • Blank Check Printing. Print checks for any bank account onto a single blank stock to eliminate the need for multiple pre-printed check books.
  • Multi-Account Management. Switch between different bank accounts and company entities automatically based on the payment data from your accounting software.
  • MICR Line Generation. Generate bank-compliant MICR lines and security features on every check to ensure your payments are processed without issues.
  • Electronic Payments. Transition from paper to digital by creating ACH files and sending electronic payments directly to your vendors' bank accounts.
  • Document Archiving. Create searchable PDF copies of every check and document you print so you can find payment records in seconds.
  • Secure Emailing. Email password-protected copies of invoices or check stubs to vendors and customers directly from the printing interface.

Pricing Comparison

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Checkeeper Pricing

Monthly Subscription
$20
  • Unlimited check printing
  • Unlimited bank accounts
  • Unlimited user seats
  • Mobile and desktop access
  • Accounting software integrations
  • Secure MICR encoding
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PrintBoss Pricing

PrintBoss Select
$99
  • One-time purchase price
  • Supports one accounting user
  • Unlimited bank accounts
  • Print to blank check stock
  • Basic document archiving
  • Standard security features

Pros & Cons

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Checkeeper

Pros

  • Eliminates the need for multiple pre-printed check stocks
  • Integrates seamlessly with popular accounting software like QuickBooks
  • Very easy to set up and start printing
  • Mailing service saves significant time for remote teams

Cons

  • Mailing service costs extra per check sent
  • Interface feels basic compared to full accounting suites
  • Requires a printer with good alignment for MICR
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PrintBoss

Pros

  • Saves significant money on pre-printed check stock
  • Simplifies payroll for companies with multiple bank accounts
  • Integrates deeply with popular accounting software like Sage
  • Reduces the risk of check fraud significantly
  • Excellent technical support during the initial setup phase

Cons

  • Interface feels dated compared to modern web apps
  • Initial setup of check coordinates can be tedious
  • Requires specific printers for best MICR quality
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