I have an automatic drain setup on my compressor which I really love. I didn't know anything about them years ago but a guy talked me into putting it on my compressor and now I'm really thankful. It just blows a bit of air out of the bottom drain on the tank every 45 minutes.

To the guys that drain after every use .... you realize that it takes many hours for the hot compressed air to cool and then water separates from the air

That is why I drain the water out of my compressor in the morning at startup. Some days there is a lot of water in the bottom of the tank, and some days there is very little. I open a gate valve on the bottom of the tank and leave it open until the water quits running out.
I work out of a 2 car garage. I have the water separater and a 90 degree shutoff valve before the quick connect. I use a 100' rubber hose that can reach anyplace in the shop and well past the doors. If needed, I have another 50' hose I can connect to the 1st hose. I can reach the street with my air. I have a 5hp 220 compressor rated at 15CF @ 90 psi with an 80 gal storage tank. Its worked pretty well in my welding shop for the last 15 years. Now that I've retired, I suspect it will last as long as I need it. Gene