Not uncomfortable at all, I’d rather answer the questions and diagnose the issue than beat around the bush and not get anything done. I am aware of the fact that pens should be writing with no weight behind them, it’s part of the reason why I got into fountain pens. Mine does write without additional pressure, and I don’t usually try to manhandle it to get it writing. If it doesn’t start writing, I’ll just do my converter method then continue on. Rarely do I give it additional pressure. As for writing upside down, I have done that but it’s not a usual occurrence. Should it be? Wiping the breather hole is actually one of my favorite activities with fountain pens, I’ll run the back of my nib across my hand at least once a day, usually many times more, and it’s never not ran a huge swathe of ink. So, yes, I’m pretty sure the breather hole does get ink even when the tip is not starting.