Boardroom Media (CEO News)
At CEO (Boardroom Media) we track over 1,000,000 startups and over 5,000,000 people who hold key positions in these companies. We use this directory of startups to highlight top employees, founders and board members we think deserve more appreciation than they are currently getting.
This list showcases the top Chicago based CEO’ operating in the Insurance space. If you think a CEO’ is missing from this list, feel free to contact our editor on [email protected].
The individuals on this list have been included because of exceptional performance in one of the following categories:
- Innovation – Operating as a key part in an extremely innovative business or startup.
- Growth – Operating as a key figure in the growth and upscale of a market leading business or startup.
- Management – Showing exceptional management skills.
- Societal impact – Putting their business on the map for their positive societal or environmental impact.
Our Data – We source our data from OSINT (open source intelligence) and public directories such as Crunchbase, SemRush and many more. The data from these sources should be treated with a degree of caution and verified yourself.
Clint Jones
Co-Founder & CEO of GoHealth
Clint Jones co-founded Norvax, Inc. in 2001, which later became GoHealth, the nation’s leading online health insurance shopping exchange. Jones is recognized as a pioneer in the health insurance industry for revolutionizing the way people buy and sell coverage. Jones received a Midwest Ernst & Young Entrepreneur of the Year Award in 2013. Jones currently serves on the board of the Chicago Chamber of Commerce. Before founding Norvax, Jones was the Intranet Market Manager for Holt Value, a former division of Credit Suisse. Jones earned two Bachelor’s degrees in Marketing and Management Information Systems from Miami University.
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About GoHealth, NVX Holdings, Inc.: GoHealth is an online portal for finding health insurance coverage, allowing users to compare health insurance quotes and purchase online.
Kyle Nakatsuji
Co-Founder & CEO of Clearcover
Kyle Nakatsuji is the CEO and Co-founder of Clearcover.
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About Clearcover, Creative Destruction Lab (CDL): Affordable car insurance that’s smarter, faster & puts your needs above all else, helping you make informed decisions every step of the way.
Dino E. Robusto
Chairman & Chief Executive Officer of CNA Insurance Company
Dino is chairman and chief executive officer of CNA Financial. He also chairs an Executive Committee which is responsible for strategy, results and oversight for all business units of CNA Financial Corporation. Dino retired from The Chubb Corporation in November 2015, where he had served as President of Commercial and Specialty Lines of the Chubb Group of Insurance Companies and Executive Vice President of the parent company, while leading that company’s global Information Technology function and Innovation. From 2011 through 2013, Dino was President of Personal Lines and Claims and also had responsibility for several corporate functions: Information Technology, Communications, Corporate Development, External Affairs and Innovation. Dino earned a bachelor’s degree in commerce, finance and economics from McGill University in Montreal and is a 1999 graduate of The Wharton Business School Executive Management Program. He serves on the Board of Directors of Junior Achievement of New Jersey and formerly served on the Boards of Directors of Applied Systems and RAND Corporation’s Institute for Civil Justice, and on the Board of Advisors of Catalyst Inc.
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About CNA Insurance Company: CNA is an Insurance Company, selling insurance products and services.
Brad Weisberg
Founder & CEO of Snapsheet
Brad founded Snapsheet in 2011 and has led the company through multiple hyper growth stages. He is passionate about developing creative solutions for today’s complex problems, using powerful technical platforms to deliver great user experiences. He is a champion for the Chicago tech community and regularly mentors leaders at emerging tech companies. His work with Snapsheet has been featured in Forbes, The Wall Street Journal and Fast Company. Brad has a bachelor’s degree in marketing and advertising from Indiana University Bloomington. He is a guest lecturer at Northwestern University.
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About Snapsheet: Snapsheet delivers claims experiences through its cloud-native claims management software and tech-enabled appraisal services.
Luke K. Smith
President & CEO of MVTRAC
Luke Smith is the Former CEO & President at MVTRAC.
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About MVTRAC: MVTRAC is the leading provider of on-demand data solutions for auto finance.
Ryan Letzeiser
CEO and Co-Founder of Obie
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About Mac Properties, Obie: Obie is an insurtech startup that offers insurance and risk management for real estate investors.
Jace Mouse
Chief Executive Officer of PerkSpot
Jace grew up on a cattle ranch in Oklahoma. He left the herds and horses at home, but brought his work ethic and resourcefulness with him to Chicago. Jace has had stints in Fortune 500 at State Farm Insurance and Orbitz, as well as online businesses at Cars.com and iExplore. For the past five years, Jace is proud to have helped reshape the face of college admissions at Cappex.com, where millions of college-bound students use the service to change the way they find and pay for the perfect college. Jace currently serves as CEO of PerkSpot, a platform that provides corporate benefit and discount programs to over five million employees at America’s best companies. Jace lives with his family in Chicago’s Lincoln Square neighborhood.
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About PerkSpot: PerkSpot is a national service that provides discounts and buying programs for organizations.
Robert Petrie
Co-Founder and President, CEO of Origami Risk
Bob Petrie is recognized as an innovative and dynamic leader in risk management technology and operations. He is frequently quoted in trade magazines, has been profiled in industry publications, and speaks often at national and local conferences and meetings. Bob co-founded Origami Risk in 2009, and the company has quickly become a leader in the RMIS Industry. Under Bob’s leadership, Origami Risk has formed partnerships with leading brokers and risk consultants to provide advanced technology and improved service to their clients, including risk managers, financial officers of mid-sized companies, insurance companies, brokers, and third party administrators. Origami Risk is an independent company; owned entirely by its management. Our sole focus is to help our clients improve efficiency across the policy lifecycle and provide advanced analytics to measure, manage and mitigate the total cost of risk. Bob is an experienced senior executive with a long history of founding successful technology businesses. Previously, Bob was the Head of Global Operations and Client Technology for Marsh with more than 3,000 employees in 11 countries. As the executive in charge of improving operational efficiency and client satisfaction, Bob helped design and implement a new business model for Marsh. Bob also founded and was the long-time CEO of CS STARS (now Marsh ClearSight), a Marsh risk technology subsidiary. Under Bob’s leadership, Bob grew STARS to be the largest RMIS company in the world, as reported by Business Insurance Magazine. While working at Marsh, Bob also formed and led other high-growth technology businesses including Whereiwork.com, BenefitSmart.com, and STARS Audit.”
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About Origami Risk: Origami Risk operates as a web-based software provider for the Risk and Insurance Industry.
Matt Coughlin
Founder & CEO of XSELL Technologies
Matthew Coughlin is the CEO & Founder at XSELL Technologies.
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About XSELL Technologies: XSELL Technologies is a cloud-based platform, maximizing performance and customer experience on emerging digital contact media.
Jason Kolb
Founder and CEO of DAIS Technology
Serial entrepreneur
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About DAIS Technology: DAIS Technology is stealth technology company developing solutions for the insurance industry.
Dhiren Jhaveri
Chief Executive Officer of Kuvare
Before founding Kuvare, Mr. Jhaveri was a member of the executive committee of Sammons Financial Group, where he led corporate development and investment risk. Sammons Financial Group (SFG) is the holding company for Midland National Life Insurance Company and North American Company for Life and Health (NACOLAH). Previously, he worked at McKinsey & Co. and Barclays. Dhiren is actively involved on various committees for the American Council of Life Insurers (ACLI) and is a designee of the LIMRA Life Insurance Fellows (LLIF).
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About Kuvare: IL-based growth-oriented insurance platform
Rusty Sproat
CEO & Founder of Figo Pet Insurance
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About Figo Pet Insurance: Figo Pet Insurance develops a cloud-based pet insurance platform designed to provide pet healthcare services.
Joseph Lacher, Jr.
President and Chief Executive Officer of Kemper Corporation
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About Kemper Corporation: Kemper Corporation is a financial organization providing insurance and consumer finance solutions for individuals and small businesses.
Tyrre Burks
Founder and CEO of Player’s Health
He is the Founder/President TeamInterval. His passion is to see how many ways he can disrupt the Sports industry with technology. Tech-driven athlete before Team Interval, He was a professional football player for the NFL, European, and Canadian football leagues. He have identified a true need in the marketplace, that has received the attention from collegiate and professional sports organizations all over the world.
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About Player’s Health, Sports Defense: Player’s Health is an insurance agency that protects athletes and sports organizations with a unique risk management platform.
Dan Kazan
CEO and Board Member of Insureon
Dan Kazan is the CEO at Insureon.
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About Insureon: Insureon is the number one independent marketplace for online delivery of small business
Matt Singley
Founder & CEO of ReloShare
Matt Singley is the Founder/CEO of ReloShare and partner at Pinnacle Furnished Suites.
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About Pinnacle Furnished Suites, ReloShare: The first and only real-time booking marketplace in Corporate Housing.
Aldo Zucaro
Chairman and Chief Executive Officer of Old Republic International Corporation
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About Old Republic International Corporation: The Company is one of America’s 50 largest shareholder-owned insurance businesses.
Heather Holmes
Founder & CEO of Genivity
When a close relative was hospitalized in 2010 and nearly died, Heather realized if her family had known about the specific health threats he was vulnerable to, they might’ve been able to prevent his health crisis. Heather also realized we need sound, unbiased, and up-to-date information about treatment options. What’s more, every family needs that. Heather founded TapGenes to help families understand the unique and personal connection between a family’s health, lifestyle, and surrounding environment. Helping families connect the dots between their known risks and helping them discover where they can impact and influence better health. Prior to founding TapGenes, Heather led global market development strategy for a multi-national medical device company. Working in India and China inspired her to explore ways to provide simple yet reliable health information and solutions that could be managed within the family. After completing an expat assignment in Singapore, Heather was determined to create a solution to help families care for each other that is simple to use, clinically relevant, and visually focused to transcend language barriers. She graduated from the Founder Institute in Singapore in 2013. Heather has 10 years of experience in sales, marketing, and market development within the medical device space. Prior to that, Heather was a TV news reporter for a CBS affiliate in Michigan.
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About Genivity, TapGenes: Genivity is a platform that tracks and predicts family health risks to help financial advisors better serve their clients.
Grant Barra Consent
Managing Partner and CEO of Barra & Associates
Grant Barra Consent is a renowned serial entrepreneur who has helped many small and privately owned organizations in their finance and insurance related issues and helped them to grow tremendously. Grant Barra Consent is an owner at Barra & Associates and GRASH Development LLC who helps his clients against the risk of contingent and uncertain loss. His firm Barra & Associates is an Insurance and Financial services firm with divisions specializing in all personal and commercial solutions.Core areas that they cover includes personal and commercial property, casualty, life, health and indexed markets.
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About Barra & Associates: Barra & Associates is an insurance and financial services organization. Grant M. Barra is a managing partner at Barra and associates.
Eric Rentsch
CEO & Founder of Code SixFour
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About Code SixFour, Zywave: The Code SixFour Benefits Consulting Cloud empowers insurance agents and benefits brokers to deliver better benefits outcomes to employers.
Joe Stecher
CEO of TackleAI
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About TackleAI: TackleAI is an algorithms and neural network that automatically discover data on any type of document or image.
Courtney C. Smith
CEO of Specialty Underwriters Alliance
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About Specialty Underwriters Alliance: SUA focused on achieving attractive returns in the specialty program commercial property and casualty insurance business .
