The key difference between Square and Payment Boss is the integration with an invoicing software. With Payment Boss, I am able to track who paid for what product/service for which sales amount. This is all tracked in their free online invoicing software Billing Boss (http://www.billingboss.com). I’ve used merchant accounts in the past, and my bank statement never provided information on where the credit card sales came from. The Payment/Billing Boss integration gives me a full set of information which allows me to provide better understanding of my clients and their purchases. Plus, I automatically build a database of my client details, and have access to their contact details whenever I need to launch a marketing campaign.

The best part of the integration is that my accountant has access to all invoices I create and payments I receive. She just downloads the report, quickly upload all my data to her accounting software, and does the accounting for me. I don’t have to worry about sending files to her.

Full Disclosure: This author has been compensated by Sage. I am their Social Media Consultant but I was using their product well before they contracted me. They found me when I sent them an email praising them about Billing Boss!