Is Windows/PC Quicken running on your iMac or MacBook inside a Parallels partition?

If you now run the PC/Windows version of Quicken on an Apple laptop or desktop by using Parallels software to set up a partition, I have info to share with you .

Until two days ago, I owned a 2017 iMac with 16GB of RAM and a 512GB hard drive. It was based on an Intel chip/processor. Until MacOS Sonoma, Apple chose to make the operating system compatible with both Intel hardware and its own chips/processors. All MacOS after Ventura are compatible only with Apple silicon.

This meant that my iMac would continue to receive MacOS Ventura security updates for so long as Apple chooses to produce them but could not be updated to MacOS Sonoma or any future MacOS. That was obviously the beginning of the end of my iMac’s useful life given how I use it. I concluded that the 15″ MacBook Air would be an ideal replacement.

When my new laptop arrived, I was using Parallels 19 to establish a Windows 10 Pro partition. Quicken Classic Premier for PC ran well inside the partition and was the only reason for its existence. Then I transferred everything from iMac to the MacBook Air, a process that Migration Assistant reduced to less than two hours.

Everything worked perfectly — except for the partition. A pop-up told me that Windows 10 Pro would not run on the new machine with its Apple hardware and that it wasn’t clear whether or not Parallels 19 would work. The status of Quicken was clearly dependent on a solution for both.

To spare you the hours it took me to figure this out, I discovered that Parallels 19 was modified in June to work with Apple’s processor and Windows 11 Pro. Parallels has issued three very helpful technical support articles explaining the steps to take to move from the prior version. Links are at the bottom of this article.

Anecdotally, things did not go precisely as Parallels anticipated, probably because I didn’t try to solve the potential problem while still using my iMac. I believe it might have been easier if I’d updated the Parallels software and gone from Windows 10 Pro to Windows 11 Pro while still on the Wintel setup rather than after moving all of my data with Migration Assistant.

Nonetheless, the order in which you should update the three different programs whether still on your Intel-based machine or already on your new Apple silicon-based machine is this:

(1) Parallels 19 (I had a license already from the software company),

(2) Windows 11 Pro (that option popped up without my having to search for the software), and

(3) Quicken (I bought annual updates for years from Amazon but now have an annual subscription from Intuit — I downloaded the software from a link in the last annual confirmation that my license had been extended).

The process of transferring this setup from one platform to another cost me $200 for Wire. Parallels 19’s update was included with the license already purchased for the year. Finally, I have an annual subscription to Quicken Classic.

I recommend you may make this modification to your Windows partition on an Apple laptop or desktop now even if you don’t intend to move from your Intel processor machine to newer Apple hardware now. It will simplify your life as you won’t have to think about it again.

A description of the revised version of Parallels 19: https://www.parallels.com/products/desktop/trial/

About Parallels Desktop for Mac with Apple silicon: https://kb.parallels.com/125343

Copy personal data between Intel-based and ARM-based virtual machines: https://kb.parallels.com/125344

Limitations of running Windows 11 on Apple silicon Mac computers in Parallels Desktop for Mac: https://kb.parallels.com/en/129497

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