Femme Fatale: The Art and Science behind Female Con Artistry

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Female Con Artists.  They’re typically the dark and astonishing femme fatales we encounter in thrillers. We witness them lie, manipulate and steal. They strike us as unempathetic, narcissistic, and having no remorse. Yet we are draw into them like electromagnets. What is it that makes these characters so intriguing?

If we look at the research behind it, con artistry tends to be accounted for by underlying sociopathic tendencies. Clinically referred to as antisocial personality disorder (ASPD), this mental health condition results in longstanding patterns of manipulation and violation of others around them. Approximately 2% of females in the general population are estimated to meet the diagnostic criteria for ASPD, versus 6% of men. The condition is enduring and consuming, as it tends to overwhelm their personality.

More than a set of personality traits

The most memorable characters in both fiction and real life tend to be unique, compelling, differentiated, and relevant. In other words, they have have strong personal brands. And con artistry might just might be the most fascinating intersection between psychology and personal branding yet.

Take “Anna Delvey”, for example, the real-life professional scammer who inspired the Netflix series “Inventing Anna” (2022). At the age 31, the European sham heiress immersed herself in the world of New York’s elite, scamming hundreds of thousands of dollars out of friends, banks and investors. Her extensive list of con achievements include everything from“cheque-kiting” (depositing bad cheques and then withdrawing the money before they bounced) to scamming companies into giving her money for elaborate “projects”, all while living a lavish lifestyle well beyond her means.

The daughter of a truck driver, Anna Sorkin grew up in Russia and spent her adolescence in a small German town. After rebranding herself as Anna Delvey, a German heiress, she hatched an elaborate scheme, allowing her to scam enough money for the launching pad she needed to make a splash in the Big Apple. And what a splash she made. As New York’s Jessica Pressler documented, “through a web of lies, wire transfers, and the right RSVPs, Delvey secured hotel rooms and nearly founded a ‘Soho House–ish type club’”.  She spent long stays in five star hotels, took luxury holidays, and injected herself into the art, fashion, and banking circles–all while conning professionals such as architects, lawyers and investors to help found her private members club, “The Anna Delvey Foundation”. Eventually the gig was up, as banks and hotels did their due diligence and exposed Delvey as the fraud she was. Delvey is currently incarcerated without bail in Rikers Island jail and faces multiple grand larceny charges.

It begs the question: how in the world did she get away with it for so long? 

Here’s where we need to look beyond any personality disorders and consider some impressive personal branding strategy, mixed with a little luck (and maybe a knack for forging or repurposing bank documents!).

“She needed a heavily curated brand, one that people would find familiar enough not to query. In this case, jet-set Euro trust-fund baby with grand plans to open a knock-off Soho House-style club.” — Sunday Times editor Josh Glancy

Indeed, Delvney spent years cultivating her fraudulent brand, posing as a well-connected heiress who was seen at the most happening parties and events and lived out of luxury hotels, all while not actually having any money.

In addition to curating the right personal brand for the scam, she positioned it exceptionally well.

The right moment, the right signals

Delvey got her foothold when interning for Purple magazine in Paris, where she latched onto the social circles of the magazine’s editor-in-chief. Delvey saw an opportunity that gave her the veneer of credibility she needed to launch her brand in New York. Soon Anna had become a figure on the NYC social scene and was seen at the most happening parties. She managed to be at the right place at the right time, and always looked the part. One acquaintance who met Anna at a party thrown by a start-up mogul in Berlin commented that “she was wearing really fancy clothing — Balenciaga, or maybe Alaïa — and someone mentioned that she flew in on a private jet.” She’d taken to hosting large dinners at the swanky downtown restaurant Le Coucou, which were attended by CEOs, artists, athletes and celebrities. She also dropped the right names; those of the New York elite, such as Aby Rosen, giving off a signal of status to those in the know.

A ripe zeitgeist

Delvey was also savvy enough to target the right city as her mark, and at the right time. Josh Glancy points out that she possessed an instinctive sense of how to exploit contemporary New York: “Con artists reflect the time they live in because they demonstrate what people want to believe. So Anna Delvey was the perfect scam merchant for the age of the influencer. If Kim Kardashian can waltz into the Oval Office to discuss prison reform, might Delvey not also acquire the life she longed for by creating a seductive avatar? Aside from the criminal fraud, this is what other influencers do all the time.”

Social media also provided the perfect platform for exhibiting her elaborate hoax. Take, for example, a selfie posted on Delvey’s now defunct Instagram (where she had over 40k followers): her trademark oversized sunglasses, with a private plane behind her, and one hashtag “#Basel” (the lavish art fair), followed by a comment from a follower: “Nice jet. Yours? Impressive.”

A marked target audience (or “marks” in this case)

Delvey honed in on her marks and seemed to have an agenda for each of them. Flashing cash (she was known for handing out crisp $100.00 tips like leaflets to hotel staff), hosting extravagant parties and picking up the tabs (or so people had thought) gave credibility to her brand. As Jessica Pressler pointed out in her expose: “Anna looked at the soul of New York and recognized that if you distract people with shiny objects, with large wads of cash, with the indicia of wealth, if you show them the money, they will be virtually unable to see anything else.” And the thing was: It was so easy.

Delvey clearly used the right props–people and money–and knew the right tricks. The “friends” and hangers-on she accumulated served to enable Delvey to perpetuate the myth around her brand, essentially by being paid off or getting sucked into the bright, shiny world of the rich and famous. As her former friend described in Vanity Fair: “It was a magic trick—I’m embarrassed to say that I was one of the props, and the audience, too. Anna’s was a beautiful dream of New York, like one of those nights that never seems to end. And then the bill arrives.”

Delvey scammed a top NY architectural design firm into creating a pitch deck for her “Anna Delvey Foundation”. Designer Marc Kremers on Twitter: “…It’s not a pitch deck, it’s a work of fiction. It’s graphic design weaponised as an instrument of grand larceny.”

But pull a thread…

Once you pull a thread, however, scam brands tend to unravel quite quickly. The alluring persona they crafted typically defaults to a disassociated response, such as a deadpan, emotionless expression and vacant eyes. It’s similar to what Anna Delvney’s former friend Rachel DeLoache Williams reported when she confronted Delvey: “Against the raised voices and direct accusations, Anna’s face assumed an unsettling blankness. Her eyes were empty. I suddenly realized that I didn’t know her at all.”

Aside from the destruction they do along the way, perhaps the most unfortunate part of a scam brand is the emptiness that’s often left after their scam brand inevitably crumbles. Despite the shiny facets to their strong (but deceitful) brand, a weak foundation often resides underneath;  you almost certainly won’t find core branding attributes like authenticity and empathy (and certainly not remorse), as these are mostly foreign to someone with sociopathic tendencies.

“The thing is, I’m not sorry… I’d be lying to you and to everyone else and to myself if I said I was sorry for anything. I regret the way I went about certain things.”– Anna Sorkin (AKA “Anna Delvney”) in a New York Times interview before her sentencing.

But just when we thought the lustre of the personal brand that once dazzled New York had faded, this grifter gal continued to make a name for herself even from the confines of Rikers Island when Shonda Rhimes  brought her story to the small screen. After all, given the success of past blockbusters like Catch Me if You Can (also based on a true story), perhaps it’s not all that surprising that Delvey’s story captured the attention of Rhimes. And there were plenty of us who tuned in with fascination to take a fascinating peek.



2 thoughts on “Femme Fatale: The Art and Science behind Female Con Artistry”

  1. Heather Waring says:

    An amazing piece and what a story of deceipt etc. It’s quite fascinating in a weird way.

  2. Sean Coveney says:

    Fascinating article! I didn’t know about her, but now I am hooked and must know more.
    Such a bizarre world we live in.
    Some creepy people out there.

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