This command in line 6 you're talking about, assuming you talk about the Boot task, it's about setting the ConnectionMode to Auto.
In your case, because we've not done anything about having a Manual mode yet, it should ALWAYS be Auto. 24/7. And the boot task does not need to be run more than once after a reboot. Hence the name.
Also there's nothing you should add or remove or run manually when you move about, everything should work automatically all day long without having to do anything (well, once we've figured out what the issue is...). A well programmed Tasker means you never open Tasker.
If your work covers moving about large distances (unless you want to do some tests), you should make your Work geofence big enough (if you move up to 100m, make it 200m radius). And make your Home geofence 100m for a start. Might as well play it safe for now.
On a side note, can you confirm that you have a data connection all the time (i.e. when WiFi is off, for whatever reason - right or wrong, does data take over? it should with our set up)?
I'll edit if I can think of anything else.