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The Ins And Outs Of Invoicing Software: Is It Time To Modernize Your Billing System?

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Shannon Vissers

Shannon Vissers

Shannon is a writer and editor based in San Diego, CA. Shannon attended San Diego State University, graduating in 2005 with a BA in English. She is the former editor-in-chief of SteelOrbis, an online trade publication. Shannon has also published articles for LIVESTRONG.COM, eHow, Life'd, and other websites. She has been with Merchant Maverick since 2015, writing about POS software, small business loans, and financing for women entrepreneurs.
Shannon Vissers
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    Woody Straub

    Who needs cloud invoicing ? Who wants their invoicing all over the internet & pays someone to do 1 or 2 invoicing a week. As a small contractor it is a bunch of computer geeks trying to screw up a simple book keeping possess. Where can I find an app that I just need to fill in the blank & mail it or e mail it or just hand it to your costumer. And I need it for a Mac.

      Katherine Miller

      Hi Woody,

      This is Katherine, accounting specialist at Merchant Maverick. In answer to your question, if you’re only writing 1-2 invoices a week, you can find plenty of free programs to fit your needs, though all the good ones I’m familiar with are cloud-based. (The reason for this is probably that cloud-based systems can be funded by advertising or by the sales of upscale versions of the same software, whereas anyone developing a product for download needs to pour in hours of work with no chance of making any money from it. Some people are willing to do that, but most want to see a return on investment.)

      The best program for you will probably depend at least to some extent on your needs. Do you want to keep track of the invoices you’re sending out? Running totals per client? Product lists and/or inventory? Or do you just want a program that will create an invoice template you can use?

      If the latter, you might be able to find (or create) a spreadsheet program that will do the trick. They’re definitely available for PCs, and I’d be surprised if no one’s created any for a Mac. A few Google searches should serve you well there.

      There’s also a version of ExpressInvoice (which Shannon mentioned in this article) for Mac. I haven’t used it, but you can try it out and see if it works for you.

      However, I suspect a free cloud-based program can give you a lot more functionality. You asked, “Who wants their invoicing all over the internet?” If your concern is security, any program worth its salt uses bank-grade encryption. Also, you mentioned that you want to be able to email invoices to customers – unless you use an email service with non-standard encryption (like Zoho), your email is probably less secure than an account with a reputable cloud-based invoicing site. Shannon’s article lists some good free invoicing programs, as well as providing links to the full reviews.

      Hope that’s helpful, and good luck in your search!


        Katherine, you are totally right and this article is purely dedicated to small businesses. I love working on cloud and recently shifted from Zoho to SlickPie because Zoho offers free invoices for 1 user and for 25 customers, but SlickPie offers 100 free invoices per month for unlimited Users and clients.

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