CheckWriter 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

CheckWriter

0.0 (0 reviews)

CheckWriter is a specialized financial software that allows you to create and print legally compliant bank checks instantly from your own desktop using any standard printer and check paper.

Starting at $99/mo
Free Trial NO FREE TRIAL
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 CheckWriter PrintBoss
Website checkwriter.com printboss.com
Pricing Model One_time One_time
Starting Price $99/month $99/month
FREE Trial ✘ No free trial ✓ 30 days free trial
Free Plan ✘ No free plan ✘ No free plan
Product Demo ✓ Request demo here ✓ Request demo here
Deployment desktop cloud desktop saas
Integrations QuickBooks Microsoft Excel Sage Sage 50 Sage 100 Sage 300 QuickBooks Microsoft Dynamics SAP Business One Acumatica Everest Traverse
Target Users small-business mid-market small-business mid-market
Target Industries real-estate insurance legal accounting real-estate construction
Customer Count 0 0
Founded Year 1996 1990
Headquarters Boston, USA Mechanicsville, USA

Overview

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CheckWriter

CheckWriter provides a straightforward solution for businesses and individuals who need to issue checks without waiting for pre-printed stock from a bank. You can draft, manage, and print professional checks directly from your office, which helps you maintain better control over your cash flow and immediate payment obligations. The system is designed to meet all American National Standards Institute (ANSI) requirements, ensuring your printed checks are accepted by all financial institutions.

You can also use the software to accept checks over the phone, via fax, or through your website by creating a 'draft' of the customer's check. This capability allows you to receive payments instantly and deposit them the same day. It eliminates the typical 3-5 day waiting period associated with ACH transfers or traditional mail, making it a practical tool for collections, insurance agencies, and retail businesses.

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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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CheckWriter Features

  • Instant Check Printing Print fully compliant checks immediately using your existing laser or inkjet printer and any standard check paper.
  • Check-by-Phone Intake Accept payments over the phone by entering customer details and printing a legal check draft for instant deposit.
  • Virtual Terminal Access a secure interface to manage your transactions, view payment history, and organize your digital check records.
  • Batch Processing Save time by processing multiple payments at once, allowing you to handle high volumes of transactions efficiently.
  • MICR Encoding Ensure your checks pass bank scanners every time with built-in MICR font support for routing and account numbers.
  • Signature Digitization Upload and apply your authorized signature to checks automatically to streamline your accounts payable workflow.
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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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CheckWriter Pricing

Standard Edition
$99
  • One-time software license
  • Print checks and drafts
  • Accept checks by phone/fax
  • Works with any printer
  • No per-transaction fees
  • Basic reporting tools
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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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CheckWriter

Pros

  • Eliminates recurring monthly fees for payment processing
  • Checks are accepted by all major US banks
  • Simple setup process works with standard printers
  • Speeds up collections by bypassing traditional mail
  • Reliable MICR line alignment for bank scanning

Cons

  • Interface feels dated compared to modern SaaS
  • Initial learning curve for alignment settings
  • Requires manual data entry for basic versions
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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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