SAN FRANCISCO--(BUSINESS WIRE)--Jul 8, 2026--
MGT, the leading AI-native neo-insurer modernizing commercial P&C insurance, today announced the appointment of Jack Ramsey, CLU, LUTCF, as Vice President of Revenue to lead distribution, marketing and go-to-market strategy as the company continues expanding its platform for small businesses and the agents who serve them.
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Ramsey joins MGT from NEXT Insurance, where he led the agent distribution channel for the digital-first small-commercial carrier. His more than 35-year insurance career spans senior sales and distribution roles across Nationwide, Liberty Mutual, Allstate Business Insurance, CNA and NEXT, bringing deep experience across traditional carrier models and technology-enabled insurance platforms.
"Everything we build at MGT starts with the agent experience, and Jack has spent his entire career understanding and meeting their needs," said Graham Topol, Co-Founder and Co-CEO at MGT. "He knows what agents need to succeed better than almost anyone in this industry, and that perspective will be indispensable to service our rapidly expanding distribution footprint.”
Ramsey began his insurance career as a Nationwide agent before moving into sales management and national distribution leadership roles. He later served as Senior Branch Manager at Liberty Mutual and National Sales Leader at Allstate Business Insurance, before becoming Vice President of Small Business Sales at CNA, where he oversaw national small-business distribution strategy across field sales, inside sales, national brokers, online distributors and aggregators. At NEXT, he helped build the company’s agent-channel business and supported major distribution growth.
"MGT is doing what I have spent my career pushing the industry toward,” said Jack Ramsey, Vice President of Revenue at MGT. “MGT is one of the first full-stack insurers applying AI directly to agent productivity, not just backend efficiency. It is using technology to give agents more capacity, not to replace them. I am eager to help MGT deliver smarter, faster, and more accessible insurance coverage for small businesses and the agents who serve them.”
Ramsey’s appointment follows a period of rapid expansion for MGT, whose AI-powered commercial platform now spans 48 states and Washington, D.C. Following its $21.6 million Series B funding round, MGT continues to invest in the best and brightest leaders across insurance and technology who can help scale its vertical AI model for agents, brokers and small-business customers.
For more information on MGT’s latest innovations and leadership hires, visit https://www.mgtinsurance.com.
About MGT
MGT is a vertical AI neo-insurer designed to modernize commercial P&C insurance for small businesses and their agents. By leveraging a full-stack model that integrates data and technology, MGT is improving the entire insurance buying process from data to policy, streamlining what used to be a weeks-long process into a matter of minutes. MGT supports small businesses navigating insurance by addressing their biggest challenges with the expertise and forward-thinking that define the industry. MGT Insurance is an “A-” AM Best rated carrier with a national presence in both admitted and E&S markets. For more information about MGT, please visit mgtinsurance.com.
Jack Ramsey Joins AI Neo-Insurer MGT as Vice President of Revenue
MILWAUKEE (AP) — Former Wisconsin Judge Hannah Dugan was spared from prison Wednesday for ushering a Mexican defendant through her jury room door as U.S. Immigration and Customs Enforcement agents sought to arrest him in a courthouse hallway.
U.S. District Judge Lynn Adelman fined her $5,000, describing the case as a situation where an otherwise good person, upset by immigration policies in this country, made a bad decision in the moment.
Dugan, 67, was convicted of felony obstruction in December. Her lawyers argued during her trial that President Donald Trump’s administration sought to “crush” Dugan in an effort to ensure judicial compliance with the ICE strategy of targeting immigrants as they showed up for court hearings.
Dugan resigned the Milwaukee County circuit judgeship she had held for nine years in January amid threats of impeachment from Republican state lawmakers who labeled her an activist judge. In her resignation letter, she said her prosecution threatened "the independence of our judiciary." Republican U.S. Rep. Tom Tiffany, a fierce Trump loyalist running for Wisconsin governor, had urged authorities to “lock her up.”
In a statement Wednesday, the U.S. Attorney’s Office for the Eastern District of Wisconsin emphasized that the jury's verdict last December and Adelman's sentence reflect Dugan's abuse of her position to obstruct law enforcement officers.
“Law enforcement officers need to be able to carry out their lawful responsibilities in the manner that is safest for them, the public and the individual they are attempting to detain,” said First Assistant U.S. Attorney Brad Schimel. “Dugan’s reckless and illegal actions interfered with that goal and created unnecessary risks for all involved. For that there needed to be serious consequences.”
Dugan addressed the court, saying she tried to do her best as a judge, and that her actions that day in April 2025 were not done maliciously but rather to maintain the “decorum and safety of the courtroom.”
"I have been cast as both a scofflaw and a hero. I am neither,” Dugan said, adding that she was trying to do her job. She said she has had to retire from public life because of threats against her and her family.
Executive Assistant U.S. Attorney Richard Frohling acknowledged that Dugan has experienced collateral consequences but said “judges can't choose to disregard the law.”
The judge said Dugan lost her job, now has a felony conviction and experienced threats that forced her to move and stop attending community events. He also noted that Dugan’s actions didn’t stop the ICE agents from arresting the defendant outside the courthouse.
“This conviction affirms that no one is above the law,” Adelman said.
Prosecutors had argued in a sentencing memo that Dugan violated her oath as a judge and put both law enforcement and the public at risk.
“Judges are entrusted with tremendous discretion, but there is a line they cannot cross,” Frohling wrote. “The defendant crossed that line.”
Dugan’s attorneys argued she has been “punished enough,” and should not be sentenced to any jail time beyond the hours she spent in federal custody.
Federal sentencing guidelines called for 15 to 21 months behind bars, but the judge, who was appointed by President Bill Clinton in 1997, wasn't bound by them. Prosecutors did not recommend a sentence, but Frohling wrote that "this was a serious offense, and it warrants a correspondingly serious sentence.”
Attorney Jason Luczak said after the sentencing that they would still appeal Dugan’s felony obstruction conviction. Jurors acquitted her at trial of concealing an individual to prevent arrest, a misdemeanor.
On April 18, 2025, immigration officers went to the Milwaukee County courthouse after learning Eduardo Flores-Ruiz, 31, had reentered the country illegally and was scheduled to appear before Dugan for a hearing in a state battery case.
Dugan confronted agents outside her courtroom and directed them to the chief judge's office, saying their administrative warrant wasn’t sufficient to arrest Flores-Ruiz. Her attorneys said during her trial that she was following protocols that called for court employees to report any immigration agents to their supervisors.
After the agents left, she led Flores-Ruiz and his attorney out a private jury door. Agents spotted Flores-Ruiz in the corridor, followed him outside and arrested him after a foot chase. A week later, FBI agents arrested Dugan in the courthouse, leading her outside in handcuffs.
Flores-Ruiz was deported in November.
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Associated Press contributors include Hannah Fingerhut in Des Moines, Iowa. Bauer reported from Madison, Wisconsin.
FILE - Milwaukee County Circuit Judge Hannah Dugan leaves the federal courthouse after a hearing in Milwaukee on May 15, 2025. (AP Photo/Andy Manis, File)
