I tried Quicken.
I returned it for a full refund; it used to be good (many, many years ago). Now, after a huge redesign, it has "modules" that are fundamentally broken and don't talk to each other. It has no coherent "cash flow plan" which is exactly what I want financial management software for.
The requirement to "pay to play" every year or three is another dealbreaker. I suspect they'll eventually go to a straight monthly subscription model; they really want you to keep paying over and over.
I get lynched for recommending it but: use Microsoft Money. The "sunset edition" is FREE, fully unlocked, has a cashflow plan that works, and has a "lifetime planner" that you can change the assumptions in. (rate of growth, tax rates etc).
It's completely "offline," so people citing "security concerns" are talking out of their asses. You can still import your bank downloads into it, but it's quasi-manually: you download a Quicken .QFX file or .OFX (open financial exchange) format file, then import it into MS Money. It reads the data and adds it to whatever the linked account is.
EDIT - I see you're on a Mac. You'd have to run some kind of emulator to get Money working.
I know people who use "iBank" or "YNAB" for Mac.