Quicken for Mac looks modern, but lacks robust planning and reporting tools. Quicken for Windows looks more outdated but has more functionality. The two versions are also quite different. There's no easy way to transfer your data from one version to the other. Quicken has Mac and Windows versions, but they aren't compatible with each other. It comes with a host of robust tools-plus, you don't have to lock yourself in with a subscription. If you're looking for a free way to manage your money, check out Personal Capital. Instead of upgrading once every 3 years, users now have to renew every year to use the program. Since 2018, Quicken has switched to a yearly subscription model. If you had a copy of Quicken 2015, for example, you would no longer get updates or support after 2018. This eventually changed as Quicken started to discontinue their products after three years. Just pop in the floppy disk (remember those?) or CD and download the software to your computer. In its early days, one Quicken purchase would give you access to the program forever. But some users feel these could be signs of Quicken going downhill. Naturally, it's been through a few transformations. Quicken has been in the business for nearly 40 years.