Sextortionist sent to the slammer for 21 months

After an unusually protracted, painful pre-trail period, Jessica Wolcott has finally been sentenced. Or as the NY Post so artfully put it: “The soda swindler is headed to the can.” That swindler is, of course, the girl who attempted to extort $125,000 from Pepsi exec Gary Wandschneider, and was then subsequently nabbed by the Feds after her mark spilled the whole story in August 2006.

On Dec. 13, Judge Kenneth Karas imposed a 21-month jail term, effectively rejecting please from Wolcott’s attorney, Susanne Brody, for leniency. According to The Journal News account, Wolcott had told friends in email that “she would get ‘a slap on the wrist’ if she got caught,” and Judge Karas in turn “threw those words back at Wolcott, 23, yesterday, sending her to prison for 21 months and calling her a grifter and a con artist.”

Among the other details in the two accounts of the sentencing:

• The judge did not determine what kind of monetary restitution Wolcott would pay.

• Wandschneider either made close to $1 million a year, according to TJN, or $6 mil a year, accoding to the Post (not to play favorites here, but $1 mil sounds far more plausible).

• Wolcott will begin serving her sentence on Feb. 1.

 The Post interviewed Kyle Strait, her ex-husband (who Suburbarazzi also talked to a year ago). We’ll let him have the last word on this subject …


“Jessica has a lot of problems. Anybody can look at the things she’s done in the past and see she needs psychiatric help . . . She’s volatile, and this isn’t going to help. While she’s sitting in a cell, she’s not going to get the help she needs. I was kind of pulling for her. She needs to be doing normal-people things. She needs be in school. Her mind is going to spin out of control.” </div></blockquote>

“Woman who extorted corporate exec gets 21 months” [LoHud]

“Gal gets popped” [NY Post]

(Photo courtesy Kyle Strait)

Sextortionist given another stay of execution

a218b1773d.jpgA quick update on the Sextortionist saga (via our blogging brothers at Business in the Burbs) …

Jessica Wolcott was hauled into a White Plains court yesterday, where U.S. District Court Judge Kenneth Karas decided not to keep her in custody until her sentencing on November 15. Wolcott was found to have cut off her electronic monitoring bracelet, been giving tours of a winery, and filling up her apartment with empty bottles of booze (despite a court order to cut out the drinking after she got into a bar brawl this summer).

Sextortionist cuts off court-ordered anklet — and gets brand new, shiny arrest warrant

6972ba2032.jpgAnd here I thought Jessica Wolcott wasn’t due to come back on our radar screen until her next court date of November 15. But apparently she just couldn’t wait that long.

Famous for trying to extort Pepsi executive Gary Wandschneider for $125,000—and threatening to expose his online sugar-daddy life to his wife—Wolcott pled guilty to extortion last year. Since then, she’s caused more trouble by threatening her ex-husband Kyle Strait (after he talked with us about how she cheated on and stole from him), angering the bitter smartmob of investors at, and getting into a bar fight in Seneca Falls.

Now the latest: After being ordered to wear an electronic tracking bracelet and restrict her travel, Wolcott apparently cut off the anklet. What’s more, even though she had been explicitly instructed to stay away from the booze (especially given her bar-brawling ways), she began conducting winery tours and officers found a number of empty beer and wine bottles in her apartment. The police explained to our colleagues at The Journal News that Wolcott removed her tracking device because “she had spilled hot wax on it.”

Thanks to these shenanigans, U.S. District Court Judge Kenneth M. Karas went ahead and issued an arrest warrant for Wolcott. All of which begs the question: Is this girl DMX’s soul mate?

Yes, I know he’s married, but it’s not like that ever stopped her before.

Somebody please sentence the Sextortionist already

wolcott-cu.jpgAnother Jessica Wolcott court date, another adjournment. In case any of you loyal Suburbarazzi readers forget, she’s the girl who attempted to scam an exec at Westchester-based PepsiCo out of $125,000, only to get caught by the feds.

I showed up today to Judge Colleen McMahon’s court in the White Plains Federal Courthouse at 10 am this morning for what I hoped would be the final chapter in USA v. Wolcott, only to find out her sentencing has been postponed — for the third time! — to June 15.

I know Wolcott might not exactly be excited for the slammer, but it’s become obvious that with each passing day she gets into deeper doo-doo. As I reported back on May 2, the Sextortionist was supposed to be under house arrest until her trial, but managed to get into a bar brawl nonetheless. After smashing a woman’s face with a liquor bottle, Wolcott lied to the arresting officers, giving them a phony name. Sheesh.

And since then, even more fuel has been added to the fire. Another of Wolcott’s victims, a Florida businessman, contacted Suburbarazzi for an exclusive interview about how she scammed him … all the way back in 2004. That’s a full two years before she even got to work on Pepsi’s Gary Wandschneider or All of the sordid details are after the jump.

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“Sextortionist” Jessica Wolcott’s sentencing postponed so she can see a shrink

celebrating4.jpgSpeaking of court dates, Jessica Wolcott got out of her sentencing hearing, originally set to take place White Plains District Court yesterday. Wolcott, you may recall, is the girl who enticed Pepsi executive Gary K. Wandschneider through Craigslist, seduced him at a Mount Kisco bar, then extorted him for $125,000.

According to court documents, Judge Colleen McMahon granted Wolcott a sentencing adjournment, setting a new hearing for April 20, 2007. Why the delay? As Wolcott’s probation officer put it, “Based on information received during our presentence investigation, it is our position that Wolcott should undergo a psychological examination prior to sentence.”

Well, duh. Could have told you that after our interview with Wolcott’s ex-husband, Kyle Strait, last December!

However, following a few unsettling comments made to Suburbarazzi’s old Wolcott posts, I decided to probe a little further. So I had another little presentence investigation of my own — a conversation with Ashley, a girl who says that Wolcott threatened and attempted to frame her, all while stealing her boyfriend.

The bizarre, sordid details (and cell-phone screen captures) are after the jump.

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Sextortionist’s Private Emails to Angry Ex

celebrating4.jpgYou can also call her The Punisher. At least, that’s the message conveyed in a series of emails between Jessica Wolcott and ex-husband Kyle Strait, in which the now-infamous Sextortionist says, “I punish people who cheat.”

Of course, the would-be vigilante has a few demons in her closet — as all vigilantes must. This we learned when Strait, an Airforce staff sergent (see pic of him with Inside Edition’s Lisa Guerrero here), explained to us in a phone interview that Wolcott repeatedly cheated on him during their marriage, often with multiple men at the same time.

No matter. She’s a crafty one, that Punisher, and she tries a number of tactics to scare her former husband out of blabbing further to the media, including (a) threatening to “out” a “relationship” that he had with another woman, (b) saying “the airforce is going to be asked for comment and I’m afraid there would be a repercussion for you … the last thing I want is you to be punished in your career now for the past,” and (c ) suggesting that Strait’s current girlfriend would be dragged into all this.

Almost all of Wolcott’s threats are posed in the form of questions, and while her powers of persuasion are clearly diminished in email form (exhibit A: Strait forwarding all of their correspondence to Suburbarazzi), the messages do provide a fascinating look how she coyly phrases her blackmail.

The full emails exchange is after the jump. We took the liberty of putting it in chronological order and highlighting some of the best parts. No matter how troubled your own relationships may seem, trust us, reading this is guaranteed to make you feel better.

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EXCLUSIVE: Sextortionist Jessica Wolcott Threatens Ex-Husband

Jessica WolcottQuick, what’s worse: blackmailing a married Pepsi executive for $125,000 or threatening the career of your ex-husband of 4-years, an Air Force veteran who you already stole $30,000 from?

Tough call, but after talking to Kyle Strait, the former hubby of 22-year-old grifter extraordinaire Jessica Wolcott, one thing’s clear: this girl is a seriously screwed up scam artist. As Strait explained over the phone, Wolcott emailed him yesterday (possibly violating a court order that she not use computers) and said that if Strait didn’t stop talking, his superiors at the Air Force would be asked to comment on the situation. What’s more, she claimed that reporters are “getting ‘her side’ of the story and that everyone will really know the truth when it hits TV in a couple months.”

We here at Suburbarazzi are sort of impatient, though, so we asked Strait to tell more of his side first. All the sordid details after the jump.

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Sextortionist’s former hubby speaks out

We thought we’d squeezed every last juicy detail out of the whole Jessica Wolcott extortion saga on Friday. But it turns out that the Pepsi exec she shook down is just one fruit tree in an orchard of other equally bizarre, pulpy extortion schemes. This much we learned when we checked in with our favorite bitter smartmob, the good folks at Prosper.

Since Friday, Wolcott’s ex-husband, Kyle Robert Strait, has joined the 18-pages-and-counting Prosper forum discussion and he’s sharing more of her diabolical schemes. Besides stealing $15,000 from Strait while he was overseas in the military, she also tried faking her own death. And The Post confirmed another bizarre story: After breaking up with boyfriend Dominico Aleandri, Wolcott created bogus sonograms to show that she was pregnant with his twins.

Oh, it just keeps getting better and better. A rundown of Wolcott’s other outrageous misdeeds, courtesy of Strait, is after the jump. And for those skeptical over whether the former husband is the real deal, he was kind enough to even post his divorce papers. And hey, if his account is good enough for Inside Edition, it’s good enough for us.

As for Wolcott, we hate to admit it, but we’re starting to kinda like her evil genius. These money-making schemes would give Robert Kiyosaki a run for his money. And hey, even if she doesn’t become a get-rich-quick, late-night-infomercial star, she might still be able to parlay her fame into a Playboy pictorial or “Bad Girls of Prosper” calendar.

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