The coming of "not without compromise" 32bit app usage in the fall 2018 macOS release finally forced my hand: I was going to have to update my single longest-used app, Quicken 2007. I've been using Quicken in some form since 1994, but stopped with Quicken 2007—I found the newer versions worse than Quicken 2007, so I never upgraded.
Yes, I was using an eleven-year-old app to track our family's spending and investments. Why? Basically because it worked (most of the time), and I didn't like any of the alternatives, which I would occasionally test. But Quicken 2007 was showing its age. In addition to its 32bitness, it had other issues: The UI was tiny and horrid, the windows never opened where I closed them (Moom's saved layouts to the rescue!), and online access to my accounts was nearly non-existent. Worst of all, it would crash on occasion, necessitating rebuilding all my data files. It was finally time to find its replacement.
After looking at all three, I surprised myself by deciding that Quicken was the best tool for our use. Going in, I was dead set against it, mainly due to its annual subscription structure. (I hate subscription software in general, but as it turns out, this one isn't really a subscription.)
Read on for brief overviews of each of these three apps (with more detail on Quicken) and my rationale for deciding on Quicken.