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Never Steal From The Rich: Lessons From Inventing Anna

From William Chaloner to Anna Sorokin (Anna Delvey) — those who cheat and lie to the rich usually end badly

Amy Sterling Casil
6 min readFeb 22, 2022

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Like everyone else, I’ve been caught up in Netflix’s new show Inventing Anna. Anna’s boyfriend “the Futurist” appears to have been a modest-level techbro startup scammer who “dropped off the face of the earth” and moved to the Emirates. Anna as portrayed in the series and apparently, also in real life, is a charmless, verbally abusive young woman with behavior traits that smack of sociopathy and borderline personality disorder.

The show makes it seem as though Anna grifted millions: in reality she was charged with defrauding approximately $370,000 in cash and services, primarily scammed luxury hotel stays.

Because I do fund development and capital raises, I was particularly interested in the way that Anna’s scummy, TED-talking boyfriend “Chase” with the “dream data” platform (“WAKE”) gets investment from any/all rich men the pair encounter. Anna’s gift of abusive negging psychobabble nets Chase a cool $100K from a tech billionaire on his massive yacht. He does a lot more than that, but since “WAKE” is total vaporware, the money eventually runs out, and the office is closed, the employees left unpaid. Chase disappears from…

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Amy Sterling Casil
Amy Sterling Casil

Written by Amy Sterling Casil

Over 500 million views and 5 million published words, top writer in health and social media. Author of 50 books, former exec, Nebula nominee.

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