I am in a similar situation, but I didn't pay for her course. I have self-made wealthy parents, and I watched her stuff to better my etiquette etc.
I find a lot of her content "basic" or inaccurate, especially her tips to tell people not wear sweatpants to the airplane etc. I have seen people in pajamas on 10-hour-long flights, in business class. You pay the premium pretty much just for sleep, so why not making yourself more sleep-ready?
The dressing stuff is certainly not how people dress these days, for sure. I know a lot of wealthy people, and a lot of them are just trying to be comfortable. They don't need to please anyone, eventually. (Well, some also have bad taste, but that's a different question...)
Another thing I have doubts about her is, how much money she actually receives from dating a rich man. I mean, I get a reasonably large allowance from wealthy parents, yet I still can't imagine me afford living that lavishly and going to all fancy places, wearing all design clothes etc. They just cost too much. I definitely agree she tries to paint her life more lavish than it is.
A final remark: I honestly don't think her stuff on "places to meet a rich man" works. And I am speaking as someone who constantly visit those places. Don't do that, it's a waste of time...
I feel like adding more points here:
About fashion: since I have part-time worked in fashion as a hobby, I know a lot about fabrics. I recognize that when she says "silk gets wrinkled easily", she must be talking about silk satin, at a fabric weight about 16mm-19mm--- one of the most commonly available type of silk. This gives aways that she's not familiar with fashion and fabrics, a major part of what she's teaching, she also does not regularly shop at more high-end places.
That is, I know fashion brands that focus more on fabrics would use more exclusive finish of silk so that they don't wrinkle. A lot of them don't even need you steam them to make them perfectly flat. They are beautiful. And Anna certainly has no knowledge of these things.
About budget: I personally have to choose among traveling, fashion and fine dining, with a large allowance. Most of my friends with wealthy parents are in similar situations. If Anna is getting an allowance from a man, it's unlikely she's able to afford all those things. In the beginning, I did get the sense that she was just trying to make some pocket money, as I had to tutor kids of family friends for some pocket money when I was younger. I still don't have evidence that she's purely relying on herself, but it does seem to be her main source of income.
About fine dining: she complains about fine dining/ high end hotel/ airline lounge meal in a way I had felt. Those food are not even as five times better as a usual meal although they might cost fifty times more. But I speak as someone who doesn't spend much on food, and I don't complain about them. Most of my money goes to traveling and fashion, since I am more passionate about them. I don't think she's going to those places as often--- not even as often as I do.
About her "elegant tips": a lot of them reminds me of a wannabe ex-boyfriend. I hide my family background in dating because I don't want to attract the wrong type of attention, and he was trying to pretend that he's having it. For instance, "only go to high-end places", "feeling cringed about cheap fabric", "feeling disgusted about drinking cow milk". This ex had done many things like that, and tried to shame me for thinking about things differently. (Well, I made mistakes dating weird guys when I was a teenager, but I am no longer like that.)
Finally, my relationship advice and wealth and general happiness in life: love is blind. Try not restrain your heart by eliminating someone just because your brain thinks they are not fancy (or of a certain race, background, or any superficial things like that).
Money is a difficult thing: not having enough of it brings serious problems, and having too much of it brings many other problems. Fighting with siblings over inheritance and giving up one's passion to work for family business are just two things I've seen happen. Do not sacrifice your own happiness for money, whether that means to marry someone just for money or to give up your passion to inherit a business.
I feel that the only way leading to true happiness is to follow your heart. Follow your passion for a career, hobbies, and love of your life.
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