Four days following his arrest during a trip to his home state of Wisconsin, David Hay, the former deputy chief of staff to New York City's schools chancellor, was charged in federal court on Thursday for allegedly using a dating app to lure a minor into having sex, and possession of child pornography.

On Friday, U.S. Attorney Matthew Krueger, representing the Eastern District of Wisconsin, announced a lawsuit that outlined a set of disturbing allegations against a top education official who had worked alongside two New York City schools chancellors.

The complaint, which was filed on Thursday, said that starting in July Hay began corresponding and having sexually explicit conversations on Grindr, a gay dating app, with an undercover police officer named "Colton," who was posing as a 14-year-old boy living in Neenah, Wisconsin, 100 miles outside of Milwaukee. The undercover officer was an investigator with the city of Neenah police, whose officers arrested and took Hay into custody on Sunday at a Milwaukee airport.

According to the undercover officer's affidavit, Hay's first message to him was, "Into daddies?" The affidavit also notes that Hay explained, "I live in New York but I’m here visiting this week," and gave "Colton" his phone number after the undercover officer restated his underage status and requested Hay's number under the pretense that he was worried he might get blocked on the app.

The two allegedly exchanged messages throughout the summer, and sought to make plans to meet when Hay was in town. At one point, Hay offered to book a room with a whirlpool.

The complaint said that in the days leading to this arrest, Hay was scheduled to meet the undercover officer at a hotel on December 28, but backed out of the visit at the last minute, texting that his mom had fallen down the stairs.

In what was described as one of his last messages to the undercover officer, Hay wrote, "I won't be able to make it work tonight...we will have to try another time."

The undercover officer said he later confirmed that Hay had arranged for a whirlpool suite at a Neenah area hotel.

Following Hay’s arrest, the undercover officer said that a search of his phone revealed that he had "sexually explicit images" of a former student at Tomah High School in Wisconsin. Hay had served as the principal of the school from 2011-2014. The officer later tracked down the student who he said told him that he did not recall sending those images to Hay when he was a juvenile but may have sent them to him when he was an adult. The photos were uploaded in 2015.

The former student said he and Hay did not have any inappropriate contact, according to the complaint.

Hay, 39, was arraigned this afternoon and released on home detention. Afterwards, his attorney, Jonathan Smith, defended his client against the charges, telling Gothamist/WNYC, "Ultimately I think there are a number of facts that need to come out."

Hay began working for New York City's Department of Education in May 2016, while he was a doctoral candidate at Harvard University's Graduate School of Education, according to his LinkedIn profile.

The DOE has said Hay did not regularly interact with students in his role.

At an unrelated press conference, Richard Carranza, the New York City Schools Chancellor, was asked about the decision to fire Hay immediately upon learning news of his arrest and the charges.

"These are very serious charges, and as a parent I would expect that my chancellor would fire somebody that's charged with that kind of a crime," he said.

He added: "There is due process, there's the assumption of innocence until being proven guilty, however there is no room in my office or in this school system for anyone that is accused of that kind of a crime."

In the wake of Hay's arrest, questions have arisen about the city's employment vetting process. The city's Department of Investigation said earlier this week that it never completed a full background check on Hay, due in part to a huge backlog of "unchecked" city employees. The New York Times reported a DOE spokesperson as saying that Hay had two background checks — in 2016 and 2018 — through a separate process within the department. Those DOE checks included "running fingerprints through national criminal records and conducting a background questionnaire," according to the Daily News.

Wisconsin school officials have said they were unaware of any inappropriate activity between Hay and students. Cindy Zahrte, the superintendent of the Tomah School district, issued a statement to Gothamist saying that Hay resigned in July 2014 to pursue his doctorate at Harvard. "There were no known accusations of inappropriate or illegal behavior by Mr. Hay during his tenure in Tomah," she said.

But there was at least one red flag at his previous job. In a press statement on Thursday, Patricia DeKlotz, the superintendant for the Kettle Morain school district, said that in the beginning of the 2010-11 school year, the district "determined that Mr. Hay no longer had the license necessary for him to hold his position and also discovered he improperly used a district credit card for personal purchases."

According to DeKlotz, the district was fully reimbursed prior to his resignation in February 2011.

Like the Tomah superintendent, she said that the district had no knowledge of any concerns that led up his current arrest.

In 2004, Hay filed for bankruptcy in federal court. His address was listed as New Berlin, Wisconsin. He grew up in Antigo, Wisconsin, a town of 8,000 people.

Neenah police originally said that Hay had been arrested for using a computer to facilitate a child sex crime but added that an investigation was ongoing. On Friday, the U.S. Attorney's office also credited the Federal Bureau of Investigation and Milwaukee County Sheriff’s Office for their assistance on the case.

If he is found guilty of both charges, Hay faces a mandatory minimum sentence of 10 years and up to a lifetime of imprisonment.

UPDATE 5:32 P.M.: This story has been updated to include a comment from Hays's attorney.

Danny Lewis contributed reporting to this story.