This is all good advice. Pick-up lines, even for cheesiness, aren't good. Doing your best to see things from the woman's point of view is essential.

In terms of so-called "choosing the right situation" it's generally not a good idea to be overly picky about when or where you approach someone. Most men massively overthink the approach and make excuses as to why they can't approach. "She's reading a book, I can't approach her", "She probably has a boyfriend", "She's in the doctor's office, I can't approach her". These are the thoughts that, as a man, you have to ignore. Allow these thoughts into your mind, and generally you'll never summon up the guts to approach. As a general rule, as you said, women like being approach by confident, charismatic men. That's the mindset you need to successfully approach women, otherwise you'll second-guess yourself.

Also, if you're currently highly socially awkward, you need a lot of practise. Which means you need to approach a large number of women. Which means you can't be constantly second-guessing yourself about what the right situation to approach is.

It also means you need to fail. A lot. Which means you're going to come across as weird, creepy, strange and awkward on multiple occasions before you learn to be charming and charismatic with women.

The "pickup artist strategies" that you mentioned in a negative sense, actually give the exact same advice you have given. PUA"s haven't been encouraging tactics like "negging" since like 2003. It's only those who have never actually watched PUA content for themselves who believe that all PUA advice is bad.

Good to see an article about men's dating advice, written by a woman, that actually shows some sympathy and takes into account the difficulties men face. This is great.