Until the engine has reached working temperature, the oil cooler thermostat doesn't open and the cooling circuit won't drain.
It doesn't matter how you check the oil as long as you do it the same way each time. As above certainly don't check it after starting and running it for a few seconds. This can easily take the sight glass oil level from full to empty and lead to unnecessary panic
Mine is parked on its side stand in the garage so before I use it I just wheel it onto the drive, put it on the centre stand and look at the sight glass.
It doesn't matter how you check the oil as long as you do it the same way each time. As above certainly don't check it after starting and running it for a few seconds. This can easily take the sight glass oil level from full to empty and lead to unnecessary panic
Mine is parked on its side stand in the garage so before I use it I just wheel it onto the drive, put it on the centre stand and look at the sight glass.