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)

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 Update: Jessica Wolcott’s sentencing moved to May

celebrating2.jpgI was all set to pay a visit to the White Plains federal courthouse last Friday for the sentencing of everyone’s favorite Criagslist scam artist, Jessica Wolcott. Alas, we’ll all have to wait another month to find out the fate of the Pepsi Sextortionisht; her hearing has been moved to May 25 (10 am).

According to court documents, Judge Colleen McMahon didn’t grant the government’s request that Wolcott be remanded (i.e. held in custody) due to “her behavior while in pretrial release,” but did give Wolcott pretty strict conditions:

• She must remain at her residence at all times unless she has been granted permission by her probation officer to attend college classes, appear in court, meet with her lawyers, go to the supermarket, see a shrink, or work at the “Yacht Club.”

• She can have a telephone, but cars, cell phones, and modems are off limits (not that we would ever rat if you were to comment on this blog as “A Friend”).

• No booze either. So please, Ms. Wolcott, lay off the Captain Morgan.

MORE: Jessica Wolcott posts

(photo courtesy Kyle Strait)

Let’s Recap: Lessons Learned from the Sextortionist Saga


• Pepsi does not take kindly to its Somers executives trolling for tarts on Craigslist. [Journal News]

• When extorting adulterers, $30,000 is a perfectly reasonable sum to ask for — especially when you can seduce them with your rockin’ bikini bod. Asking them to wire $125,000 to an e-gold account, however, will cause them to call in the FBI and spill all. [Smoking Gun]

• Waverly, NY, between Elmira and Binghamton, is the last known residence of Wolcott, and is one of the more rural parts of the state we’ve seen. And her hometown, Nichols, NY (population 574) looks positively depressing. So really, we can’t fault Jess for eating spackle and needing to booze it up with the Captain.

• Don’t ever mess with the bitter smartmob that is Prosper. Within less than a week, they’ll have your car’s VIN #, copies of the sonogram you faked to scam an ex-boyfriend, and a scan of your divorce papers.

• Mount Kisco bars have replaced Bronx motels as the rendezvous point du jour for area sleazemeisters and dominatrices.

• Seeing as how former Pepsi Bottling exec Gary Wandschneider likes to think of himself in cinematic terms (see his parting email to employees), and he sports a killer mustache, we’re voting for Burt Reynolds to play him in the movie version of all this. [Cast your own vote at Dealbreaker]

• No matter how flush you are with extortion cash, don’t buy a Saab convertible off eBay — especially if it’s being sold as “salvage.” And if you do, please hide the evidence!

• Philadelphia has fantastic WiFi access! And Walnut Street has amazingly cheap rents! It’s the ideal setup for any would-be extortionist. [Smoking Gun]

• Wolcott may have had a rocky history with her mom, Debbie — at least, according to her ex-husband — but the two now appear to be best buds. So chummy, in fact, that they’ve both had Prosper money-making scams going on simultaneously. [JessM’s profile, with 90k in loan scams; DebbieS’s profile, with $66k in loan aps]

• While hugging is clearly controversial, Hug Boy didn’t have anywhere near as much staying power as the Sextortionist. Oh, how we miss you, Aaron Perez.

• Jess, in case you’re reading this, Mary Aleandri — you know, the mom of that guy you were cheating on Kyle Strait with — is still pulling for you. As she commented to a post below, “You can change, and you’re so young yet.”

• Gawker likes us, they really like us!

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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Meet the Sextortionist

We’ve been eager to get pictures of Jessica Wolcott, the 22-year-old extortionist-cum-scam artist, and Gary Wandschneider, the Pepsi exec she took down. Unfortunately, our ethics (or rather, the ethics of our parent-company overlord) prevent us from liberally lifting pictures from websites like Prosper and MySpace without permission. Unlike some sites, we didn’t want to risk violating anyone’s copyright. Luckily, one of our new Prosper friends, a high school friend of Wolcott’s (going by Sevigny), was kind enough to grant permission to use two of his photos.

High five! Great success!

Now comes the fun part: Help us caption them!

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Post your suggestions in the comment window. And of course, if you have a pic of Gary, please send it our way.

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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Slush Pile: Your ultimate guide to Jessica Wolcott and PepsiCraigslistExtortionGate

Plenty of fellow gossip-hounds have been disecting the misdeeds of Jessica Wolcott, the Craigslist extortionist who threatened to expose an adulterous Pepsi exec (we particularly enjoyed The Smoking Gun’s copy of the U.S. District Court complaint and Gawker’s headline, “Craigslist blackmailer took Pepsi challenge”). But no group has taken up the cause quite like the aggrieved members of Prosper, a person-to-person lending site that Wolcott was trying to rip off before she moved onto Fortune 500 businessmen.

The site’s forum has been exploding with commentary this week, racking up a 14-page discussion about Wolcott and all of her various scams. It’s quite a lot to take in, but we stayed up late last night to bring you all of the juicy highlights — including bikini pictures, Wolcott’s modeling stint, and mom’s scamming schemes, all after the jump.
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Update: Craigslist blackmailer also scamming the U.S. patent office

Our celebrity stalking cousins to the south, Gawker, have a great beat on Jessica Wolcott, the 22-year-old who extorted a Fortune 500 exec in Westchester (more on all that below, in a post from yesterday). Apparently, in addition to roping in middle-aged horndogs on Craigslist, she was also seeking a $30k loan from a p-to-p lending site called Prosper. Though her loan request, dated March 27, has since been taken down, Gawker still managed to grab a bit about her “patent idea” (by which we can only assume she means, patent leather CEO gimp mask) and pictures from her profile.

We can’t copy ’em here, but take a look and help us settle a debate: Is her look more Atlantic City whore or Russian mail order bride?

How to extort a PepsiCo Exec on CraigsList

One of the many things we’ve learned from our sister blog, Single in the Suburbs, is that there’s no shortage of ubercreepy grown men in our area. And apparently, when they’re not posting incoherent, grammatically-challenged comments or watching dominatrixes poop they’re out trolling for semiwhorey girls on Craigslist. Meet Pepsi Bottling Group Executive Vice President Gary Wandschneider.

Of course, there’s a downside to contacting tawdry 22-year-olds like Jessica Wolcott — they like to threaten to expose you to your wife and blackmail you for $125,000. According to The Post, Wolcott emailed the Westchester exec (using a phony email), saying “After all these years of being married, this is how you repay your vows?” Later she added that he was “just another hated Peter Cook,” referring to supermodel Christie Brinkley’s cheating hubby.

The Craigslist Lolita (photo HERE) and the dirty birdy exec (photo HERE) apparently met after a month of exchanging e-mails and photos, rendezvousing at a Mount Kisco bar. He was kind enough to give her $30k to repay some debts, but when she started requesting six-figure sums, Wandeschneider called in the feds. Wolcott finally pleaded guilty to extortion in White Plains court, but not before The Smoking Gun posted the embarrassing court docs for all to see.

As part of her plea, Wolcott lost her shakedown payments and an Apple laptop computer, but apparently she got to keep the Saab convertible she bought. See kids, crime does pay (sorta) and Coke really is the more wholesome beverage.