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I started on Quickbooks for Windows 1999 when I started my business. It was a long struggle to use it consistently rather than cramming all my data into it in March for taxes. After a few years I did start entering appointments and payments as they happened and reconciling accounts every month.

In 2010 I had a consultation with an accountant where she recommended buying an up to date version of Quickbooks, still on Windows, and splitting my business and personal accounts into two separate files. I did that, which added another level of hassle since you can't have two files open at once, and they take a while to open.

In 2014 I bought a Windows 8 laptop, tried to make it work, returned it, and bought this MacBook Pro I'm typing on right now. It has worked out great! I bought one Windows simulator which didn't work out, returned it, and bought Parallels, which works okay. I ran Quickbooks under that for a while. (I really needed the simulator for Adobe CreativeSuite, which I wasn't about to buy again and which are now only available by subscription anyway.)

Eventually I got tired of the extra overhead of the simulator and bought Quickbooks for Mac 2015. It has a lot of little annoyances that the Windows app doesn't, like not automatically applying a customer's credit when you add a new invoice for that person. But it works okay.

A couple of weeks ago, I had a spare evening and decided to upgrade to the latest MacOS, Mojave, because I was back on El Capitan (8 versions back? Oops). The upgrade went smoothly, much to my surprise.

I had to download a new driver for my printer, and... the hover text in Quickbooks graphs stopped working. This is an issue because hover text is a quick easy way to look at monthly income totals.

Okay, okay, I thought, it's time to upgrade Quickbook versions AGAIN. I really don't like this modern idea that you have to buy software over and over, although I admit it's nice to get new features occasionally.

Except, Quickbooks 2019 is EXACTLY THE SAME as Quickbooks 2015. I only noticed one minor change in the "account reconciliation complete" dialog. (Oh, and windows can be combined into tabs. Oooooooh.) Everything else was identical. Hover text still didn't work. I can't believe they're charging $179.95 (and that was on sale!) for the exact same software.

I first had to wait on a long hold with their tech support because their online registration process didn't work. AUGH!! Then after trying the software for a week and realizing *nothing* has improved, including things I put in bug reports for in 2015, I decided to get a refund. Several calls and at least an hour on hold later, I have gotten confirmation of the cancellation. Hopefully the money will also show up in my account in a timely way.

I spent another hour reentering the data in my 2015 account files that I had put into the 2019 version.

Learn from my mistake! Do not buy Quickbooks for Mac 2019!

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Sonia Connolly

July 2025

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