Clearcover Executive Vice President of People Named One of Chicago’s Top Executives in HR

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Crain’s Chicago Business Selects Clearcover’s Vikki Caruso as Notable Executive in HR and Diversity, Equity and Inclusion

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Today, Clearcover Insurance Company announces that Executive Vice President of People Vikki Caruso has been named to the 2022 “Notable Executives in HR and Diversity, Equality and Inclusion” by Crain’s Chicago Business. The award recognizes accomplished human resources executives in the Chicago area for their ability to effect change in promoting diversity and inclusion.

“It’s a huge honor to be recognized by Crain’s Chicago Business as a Notable Executive in HR and DEI this year,” said Clearcover’s Executive Vice President of People Vikki Caruso. “It has been my mission to build a performance-driven diverse culture focused on the individual superpowers of our employees. I believe our people-first philosophy has allowed us at Clearcover to both retain current employees and recruit top talent. One of my passions is to combine culture, innovation, leadership and inclusiveness to create a workspace that people truly love and experiences that are truly remarkable.”

With more than 20 years of experience in Human Resources, Caruso is a charismatic and results-driven leader whose people-first philosophy drove her to implement a company-wide program for employees to have access to mental health workshops and clinical therapists. She scaled the Equity, Inclusion and Diversity Council (EIDC) and promoted company-wide education sessions for important milestones such as Black History Month, Autism Awareness Month and Women’s History Month.

“We’re so proud of Vikki and her recognition as a top human resources executive,” said Clearcover Co-founder and CEO Kyle Nakatsuji. “Vikki has helped us build one of the best employer brands and lives out Clearcover’s values and Leadership Principles, which we strive for daily. Just as Clearcover supports our customers in feeling confident in their car insurance decisions, Vikki enables our employees to experience a supportive and innovative work environment.”

The company is hiring across the U.S. in a variety of fields, with a focus on claims, engineering and data and analytics. To learn more, visit:

About Clearcover
Clearcover is the next generation insurance company that provides customers with the technology they need to confidently make the smartest decisions at every step. Clearcover is challenging the status quo with hassle-free insurance that redefines what it means to put the customer first, delivering affordable car insurance with the industry’s fastest claims. The company was founded in 2016 by Kyle Nakatsuji and Derek Brigham and has raised more than $300 million in funding. For more information, visit

About Crain’s Notables
The Crain’s Notable Executives in HR and Diversity, Equality and Inclusion is a yearly award which includes executives for whom nominations were submitted and accepted after an editorial review. Honorees are serving in a senior leadership role, are employed at companies of 50 employees or more and demonstrate the ability or power to effect change.

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Rebecca Reese
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