I actually do not agree with you that a Rolex necessarily looks better than an Apple Watch Edition. To me, most Rolex watches just look like massive hunks of me

I actually do not agree with you that a Rolex necessarily looks better than an Apple Watch Edition. To me, most Rolex watches just look like massive hunks of metal. Seriously, the size and weight of some of these watches is really ridiculous to me. Also, mechanical watches do not last centuries without being serviced repeatedly every ~5 years. Servicing a high-end mechanical watch can easily cost many hundreds, if not more. Many mechanical watches are also not automatic, which means you do indeed have to "charge" them every day (hand-wind them). For instance, Nomos is my personal favorite watch brand of all time, and while they have a mixture of manual and automatic watches, their highest-end offerings (about $20k) are all manual. Finally, you mentioned TAG, and one of their best known watches is square: the Monaco.