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Judi Hart Joins We Insure as Executive Vice President of Special Projects


Please join We Insure as we welcome Judi Hart as the new Executive Vice President of Special Projects. Judi assumed this position on Feb. 1, 2024. In this role, Judi will report to Jay Wolfberg, President of We Insure, and work closely with other members of the We Insure executive team to optimize and scale the business.

“I’m excited to join the We Insure leadership team and collaborate with all the outstanding people across the company,” Judi said. “I look forward to building something; to the opportunity to work together to support the continued growth and success of We Insure.”

Judi began working for We Insure’s parent company, PEAK6, in 2018. Within PEAK6, Judi held various roles including Chief People Officer and Chief Operating Officer. Judi’s most recent position within PEAK6 was the role of Chief Executive Officer of PEAK6 EdTech, which she had held since October 2022. 

Prior to joining PEAK6, Judi spent 16 years as a human resources professional leading people and culture for global brands, most notably Apple and Beats Electronics. While at Apple, Judi served as the Director of Human Resources over the media business in Internet Software & Services overseeing 3,500 employees globally. Prior to these roles, Judi held the position of Vice President of People and Culture at Beats Music and Beats Electronics, which expanded from 25 to 750 employees during her time before being acquired by Apple. In these roles, Judi strategically and successfully led teams of high achievers during fast-paced transitions with a culture-first approach.

“We’re excited to have Judi join the We Insure family,” said Jay Wolfberg. “We know she’ll add to the value our leadership team delivers for We Insure agencies and customers across the country, as well as our carrier partners. Her experience and knowledge will add to the depth of support we provide as we continue to move our agencies, and our company, forward in profitable growth.”

Judi, a graduate of the University of Southern California, was raised in Texas and is currently based in California. A single mother of two teenage girls, Judi is an animal lover with three dogs and three cats. Judi shared with us that when she retires, her goal is to have many acres of land and rescue/foster all kinds of animals.

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