Episode 188

Charlie Silver’s Path from Jiffy Lube to Data Privacy Pioneer

This week on The Exit: After a short stint in politics, Charlie Silver, founder and CEO of Permission.io, shares his 35-year entrepreneurial journey, which started by opening Michigan’s first Jiffy Lube store.

10 years and 17 franchises later, he sold all of his stores back to Jiffy Lube and founded his next venture, RealAge, a health risk assessment company.

After launching and scaling the business to $30M in revenue, he decided it was the right time to sell, and exited the business to Hearst Corporation.

Through it all, Charlie reflects on the importance of conviction in entrepreneurship but balanced with understanding the risk of each endeavor, and that a previous success does not guarantee the next.

Now, with Permission.io, Charlie aims to empower individuals by allowing them to control and monetize their data in a privacy-centric internet landscape.

For more details and insights from his entrepreneurial journey, listen to the latest episode of The Exit.

Personal Bio: 

Charlie Silver is a start-up business expert who has built several enterprises from the ground up to successful exit.

Charlie understands that each business has its unique DNA and that there is no formula for business success other than a deep commitment to reality and reason, and a dogged pursuit of obtaining and retaining customers.

Charlie’s current project is Permission.io. Permission has created ASK to serve as the digital reward for individuals to share their data and engage with brands.

LinkedIn: https://www.linkedin.com/in/charliehsilver/

Website: https://search.permission.io/

For a Free Flippa Business Valuation: https://flippa.com/exit

The Exit—Presented By Flippa: A 30-minute podcast featuring expert entrepreneurs who have been there and done it. The Exit talks to operators who have bought and sold a business. You’ll learn how they did it, why they did it, and get exposure to the world of exits, a world occupied by a small few, but accessible to many. To listen to the podcast or get daily listing updates, click on flippa.com/the-exit-podcast/


Steve McGarry

An entrepreneur, content creator, and investor based in sunny Tampa, Florida. In 2015, while living in San Francisco, Steve sold his first fintech startup LendLayer to Max Levchin’s (founder of PayPal) consumer finance company Affirm.

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