Divorce-battling billionaire buys $72M Palm Beach palace — and moves in with younger girlfriend

Read the original at New York Post ↗
New York Post · collected 2026-09-18 · by Mary K. Jacob

Quick Summary

John Overdeck, the 56-year-old co-founder of Two Sigma with an estimated net worth of $8 billion, purchased a $72 million mansion in Palm Beach through a Delaware shell company called Avocado Enterprises. He moved into the property with his girlfriend Kimia Shadrokh, despite being embroled in a contentious divorce from his wife Laura that has been ongoing for over four years. The couple's legal battle centers on Overdeck’s offer of $723 million in tax-free cash to settle the case compared to Laura’s demand for 35% of his stake in Two Sigma, which she values at $6.2 billion while he argues it is not marital property due to its pre-marriage establishment.
Written locally by qwen2.5:14b on 2026-09-18, using this article's own text rather than the other coverage of the same event (that is the story summary below).

AI analysis runs on qwen2.5:14b, locally

Story summary

John Overdeck, the 56-year-old co-founder of Two Sigma Investments, quietly purchased a $72 million, 16,000-square-foot mansion in Palm Beach, Florida, while his divorce from wife Laura is ongoing. The purchase was made through a Delaware LLC to avoid public scrutiny. Overdeck has been living with Kimia Shadrokh, a 42-year-old financier and managing director at Peakstone, in the new property since at least this spring when both registered their voting address there. Laura, also 56, is seeking up to $6.2 billion in assets from Overdeck as part of their contentious divorce proceedings in New Jersey Family Court. The purchase and relationship have added fuel to the already high-profile legal battle over financial disclosures.

Written for “Billionaire Tycoon Divorce Scandal” on 2026-10-04, grounded in this article and the 1 other(s) covering the same event.

Signals How these are calculated →

Claims extracted
23
claim-shaped sentences
Uncertain
13%
3 of 23 hedged
Leaning
not political
takes no side on a contested political question
Correction & hedging signals
64.3
corrections and hedging in what we collected; not a measure of accuracy
Outlets on this story
2
Entertainment
Narrative spread
1
articles carrying this framing
Analyzed 2026-09-18 · how these are computed

Story

📰 Billionaire Tycoon Divorce Scandal
Entertainment · 2 article(s) covering the same event. See how they differ ↓

How this is being covered How these are calculated →

Article leaning vs. publisher reliability
Source leaning vs. consistency

Compared with similar articles

This article reads unscored and hedges 13% of its claims. Each row says how that neighbour differs.
Daily Mail
⚖️ leaning not scored 🔴 36% hedged 13 of 36 📰 publisher trust 65
“Both articles describe the same billionaire buying a $72 million mansion in Palm Beach during his divorce proceedings, using a Delaware LLC and moving in with his girlfriend.”

Publisher

New York Post · 6699 article(s) · 23 correction(s) detected
Running correction rate · 23 correction(s)
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Who wrote this

Mary K. Jacob
15 article(s) here · 0 carrying a prediction
🔮 A waterfront compound in Coral Gables has hit the market for a stratospheric $148 million, an ask that would nearly triple the city’s sales record if met.
🔮 Owners who would rather go on offense can turn to a Texas justice court, where small claims cases are capped at $20,000 and hiring a lawyer is optional.
🔮 The pair may stay in Manhattan or decamp for the Hudson Valley.
🔮 If you’re planning to cash out in Florida, you might want to pack your patience.
🔮 Build it, or send people there for a job, and they will come.
🔮 He bought the residence in May 2024 for $6.5 million, so his ask sat just $250,000 above what he paid.
🔮 The new owners may have tried a similar play.
🔮 “And if they can accomplish that space, they’re willing to go away from the ocean and away from south of the highway.
🔮 For decades, Pompano Beach was the sleepy South Florida alternative to its glitzier neighbors — a fishing town where waterfront living could still be had without Miami or Palm Beach prices.
🔮 The Pierre has spent the better part of a year locked in a bitter fight over a proposed $2 billion sale that would hand the historic building to Saudi buyer Motasem Khashoggi and put it under the management of the Dorchester Collection, owned by the Sultan of Brunei.
Also by Mary K. Jacob
Nothing else under this byline is closely related to this article, so these are simply their most recent.
All 15 articles by Mary K. Jacob →

Topics

Delaware Florida Overdeck Two Sigma the Daily Mail

Subjects

Overdeck PERSON · 6× Laura PERSON · 5× Two Sigma ORG · 5× Florida ORG · 2× the Daily Mail ORG · 2× Avocado Enterprises ORG · 1× Delaware GPE · 1× Kimia Shadrokh PERSON · 1× Peakstone ORG · 1× Short Hills GPE · 1×

Narrative

Judge Bruce Buechler barred her from testifying or presenting evidence after finding she accessed her husband’s private P.O. box and computer and photographed his emails with his lawyers, as The Post reported.
framing: assertive · carried by 1 article(s) · first seen 2026-09-18

Claims (23 extracted, 3 hedged)

The Two Sigma co-founder, 56, bought the 16,000-square-foot spread through a Delaware shell called Avocado Enterprises, according to records reviewed by the Daily Mail. uncertain
founder → buy → Mail
That is nearly triple the roughly 6,000-square-foot Short Hills, NJ, home he once shared with his ex-wife Laura. asserted
he → share → wife
He shares the Florida residence with Kimia Shadrokh, 42, a Peakstone managing director and former commercial real estate executive at the Moinian Group. asserted
He → share → Group
Both gave the address when they registered to vote this spring, Florida records show. asserted
records → give → address
Overdeck’s attorney, Jonathan W. Wolfe, confirmed the romance. asserted
attorney → confirm → romance
“John has been going through his divorce for more than four years,” he told the Daily Mail. asserted
he → go → Mail
Overdeck “is now in a committed relationship with someone who he met long after this divorce process began.” asserted
process → meet → who
The nearly 1-acre Neoclassical compound sits on the island’s exclusive north end, where Sylvester Stallone is among the neighbors. asserted
Stallone → sit → neighbors
It reportedly got a $20 million makeover before the couple arrived. uncertain
couple → get → makeover
It boasts six bedrooms, 7.5 bathrooms, a great hall with 26-foot ceilings, a travertine pool with a cabana and 165 feet of waterfront with a dock deep enough for a serious boat. asserted
It → boast → boat
The paper trail leads back to Overdeck’s old shop. asserted
trail → lead → shop
The LLC’s manager, Matthew Siano, spent about 20 years overseeing legal and compliance work at Two Sigma, according to his LinkedIn page. uncertain
manager → spend → page
The move comes as the couple’s divorce, filed in March 2022 after nearly 20 years of marriage and no prenup, grinds through New Jersey Family Court. asserted
divorce → come → Court
Overdeck, worth about $8 billion per Forbes, has offered Laura $723 million in tax-free cash. asserted
Overdeck → offer → cash
He testified that the figure is “fair.” asserted
figure → testify → ?
She wants 35% of his Two Sigma stake, which her lawyer values at $6.2 billion and his lawyers put at $4.9 billion. asserted
lawyers → want → billion
His camp argues the firm was founded before the 2002 wedding and is not marital property. asserted
firm → argue → wedding
Laura’s lawyer, Theresa Lyons, told the court he “methodically and strategically” plotted for decades to shield his wealth. asserted
he → tell → wealth
Laura’s filings also accuse him of shuffling billions into Wyoming trusts with help from Two Sigma staffers. asserted
filings → accuse → staffers
Judge Bruce Buechler barred her from testifying or presenting evidence after finding she accessed her husband’s private P.O. box and computer and photographed his emails with his lawyers, as The Post reported. asserted
Post → bar → lawyers
Her team is appealing, so her best shot is grilling Overdeck on cross-examination. asserted
shot → appeal → examination
The stakes reach beyond the couple. asserted
stakes → reach → couple
Overdeck and co-founder David Siegel each own roughly half of Two Sigma and are locked in a fight over control of it. asserted
Overdeck → own → it
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