She was once a high-rolling dot-com millionaire with a posh Flatiron pad — but before she was busted on charges of selling illegal guns and drugs, she often slept in the street.
Neighbors say they saw Jennifer Sultan, 38, lying in front of her high-end building in the Flatiron District several times in recent months.
“We would see Jen just laying or sitting in the doorways with a big duffel bag, looking really sad and depressed,” said one longtime neighbor in the East 17th Street building.
He speculated her live-in boyfriend and business partner, Adam Cohen, had kicked her out.
“To most people, they would seem like a regular couple, but lately, not so much anymore,” the neighbor said.
“All this intensity lately may have driven them apart.”
Cops nabbed Sultan at gunpoint on Thursday morning, said her father, David.
He and a witness said Cohen was also taken into custody but released a short time later.
Cohen is not charged with any crimes.
Sultan faces a felony count of conspiracy for allegedly supplying painkillers to a Queens thug and offering him a .357-caliber Magnum pistol for $850.
Prosecutors will likely push for an A-1 felony drug-sales charge, which carries up to 25 years in prison.
Sultan and Cohen made it big after selling their Web company Live On Line for $70million in 2000.
A decade after bankrolling a lavish lifestyle, they were destitute and in 2010 filed for bankruptcy.
Papers in the bankruptcy case paint the pair as less than truthful about their finances.
They were held in contempt for not disclosing all their debts and bank transactions — and their frustrated lawyer withdrew from the case, saying they had lied to him by claiming they were married.
He also said the couple didn’t disclose to him the extent of their legal troubles, which included a court fight over another lawsuit.
“These folks are trying to flimflam this court,” a judge declared.
Their bankruptcy woes grew out of their effort in 2009 to merge a company they owned, Global Media Services, with a Seattle-based startup, GridNetworks.
Within months, 11 former employees of the merged companies sued for their wages, accusing Cohen of sucking nearly $700,000 out of the company and leaving it unable to make payroll.
All Sultan and Cohen have left now is their four-bedroom, three-bath penthouse, on the market for $6.25 million. The home has oversize skylights, a private elevator and roof deck.
Neighbors say their apartment is filled with security cameras, which Cohen watches constantly.
“If those cameras go down, Adam loses his mind,” a neighbor said. “Like everyone is out to get him, so he can’t let his guard down for a second.”
“He’s incredibly paranoid right now,” the source added. “He thinks everyone is watching him and out to get him constantly.”
Another resident slammed Cohen as a “dirt bag” who hasn’t paid his bills in years.
“Adam Cohen is a freaking weasel,” the resident said. “He and his wife keep real bad company. I don’t want to get involved with them or their dirty businesses.”