Another lurker finally joining the conversation here!
I used to watch Anna Bey and originally found her videos entertaining. I joined her free FB group and quickly became annoyed at how shallow the discussions were.
Regarding this recent video, I didn't catch it but from the recaps it was definitely tone deaf. Recently she's been attempting to be more edgy and polarizing, which is typical in bro-marketing, but this video missed the mark. An elegant lady knows how to read the room and this is too sensitive a time to insinuate that a person's worth is tied to labels and material possessions. I wonder how the finishing school she attended feels about one of their graduates presenting themselves like this?
Also, much of this advice is outdated. The new generation of "elites" hold a different set of values. They are more likely to be humanitarians, environmentalists, and activists. You're more likely to rub shoulders with them at a green energy summit than sitting at a bar alone. While labels will always be a thing, many of the young elites are into fair trade, sustainability, and ethical sourcing. In some circles, a custom, handmade purse from an artist in a developing nation makes more of a statement than this season's Chanel.
Look at seasoned social climber Meghan Markle. To get the attention of a prince, she cosplayed humanitarian-- aligning herself with the UN and World Vision. Anna's advice might get you the attention of an old sugar daddy, or the snooty, new money not used to anything crowd, but the descendants of the old money dynasties are more likely to be a little more progressive than their grandparents. They are attracted to educated women who have an identity of their own with a dash of rebellion. Those who do uphold the old tradition will likely marry from their own social class anyway.
Designer bags, luxury cars, and a few stays at a 5-star hotel aren't enough to convince the upper classes that you are one of them. That's how those in the middle class compete with one another. Do you have a family estate? Can you throw a party and entertain the wealthy set on your dime? Are you able to write a 6 to 7-figure check to a charity or as a bid at an auction? Do you have connections that are valuable to those circles? How much land do you own? Are you holding assets in a trust? Do you sit on any boards? Do you have the power to influence policies? Those are just a few of the true markers of the rich and powerful. A bag, car (which ANYONE can rent or borrow), and dinner at a fine dining establishment are child's play. You'll look like a fool running around with a designer bag you spent 6 months rent on acting superior to the woman with a Coach bag when neither of you have the connections to get a meeting with a head of state and neither of you have the capital to secure funding for a major development project. You're just playing dress up.
If you don't come from money and don't have any money, you're always going to be an outsider in that world anyway, whether you're rocking Dior or MK, so be the best version of yourself, which is how I define elegance.