I went from Mint to Money in Excel to Tiller. Tiller has been the best for me. Very stable and highly customizable if you know Excel or Google Docs.

Downside is that it’s $79/year

Upside is that it works really well, has a deep user community and they aren’t selling your data (which Mint definitely did).

The Postal Service (or technically FedEX or UPS). Worked for The Postal Service.

Just switched to iCloud last week. Yes, it does catch-all (although it needs to be enabled through a checkbox in one of the settings menu). It also does sub-addressing / plus-addressing natively (no menu setting needed), which doesn’t seem to actually be documented but it works flawlessly for me.

I’ve been extremely happy with it so far. Pairing plus addressing with some of the filtering rules allows me to direct bulk mail to the right place automatically. For whatever reason, filtering rules can’t be done on iOS but need to be set through icloud.com (not sure if they can be set on macOS).

My server closet was a mess. I kept justifying it by saying I didn’t need to waste money on proper rack equipment. Finally cracked and upgraded to a 15u rack and got some 3D printed rack housing for some of my non-rack equipment. Everything looks so clean now. Vanity project? Yes. Expensive? Yes. Am I happy with it? Yes. Do I wish I did it five years ago? Yes.

Do it. Go a little bigger than you need. Airflow. Expansion. Whatever. I probably could have made an 8u work but I’m happy with a 15u.