S5E2 : Lessons From a CEO - Part 2 : Mark Bertolini Chief Executive Officer, Oscar Health

43m | Jan 9, 2024

It’s time to Lead With Your Brand…New Year!

Welcome to Week 2 of the #LeadWithYourBrandChallenge! Every Tuesday in January, listen to the podcast & learn about the next step to build your personal brand and help you toward your next Career Breakthrough! There are even free downloadable worksheets with each step to help you in the process at

What if you were to use a brand marketer’s toolkit to build your own personal brand? What if you thought about yourself as a product? In a world where thousands of people do your exact same job, you must find a way to be more than just a commodity worker. In your career, you must be a Super-Premium Brand that gets people to do more, contribute more, and pay you more – just like they do for great brands that they love. Ask yourself, in your career, are you coffee or are you Starbucks?

Step Two: Know What You Stand For Today

Here is the dirty little secret. We can all smell inauthenticity from a mile away and it reeks! If you’re thinking, “I want to be Steve Jobs” or “I want to be Sheryl Sandberg” or “I want to have Oprah Winfrey‘s brand,” the truth is, you are not Oprah, and you’re never going to be her! Who you are is you. What you can be is THE BEST you! Start by thinking authentically what your brand authentically is today. What are those words and adjectives that people have used to describe you, sometimes even since you were a little kid? What do people love about you? Find 5 to 8 words that resonate with you. Maybe you are analytical, organized, and innovative. These become your brand attributes that you lead with all the time and are truly authentically you.

To jump start 2024, Jayzen is thrilled to welcome Mark Bertolini to the show in a special two part interview.  Mark is one of the most revered CEOs in the country and is known for Aetna’s transition from a traditional health insurance company to a consumer-oriented health care company focused on delivering holistic, integrated care in local communities.

Guest Bio

Mark T. Bertolini

Chief Executive Officer

Oscar Health

Mark T. Bertolini is the Chief Executive Officer of Oscar Health, the first health insurance company built around a full stack technology platform and a relentless focus on serving its members. Oscar’s member-first philosophy and innovative approach to care has earned them the trust of over one million members, across Individual & Family, Small Group and Medicare Advantage plans, and +Oscar, their full stack technology platform offered to others within the provider and payor space.

Prior to joining Oscar, Mark served as the Co-Chief Executive Officer of Bridgewater Associates, the world’s largest and most successful hedge fund. Based in Westport, Connecticut, Bridgewater manages approximately $150 billion in assets for sophisticated institutional investors across the globe, including public and corporate pension funds, university endowments, charitable foundations, supranational agencies, foreign governments, and central banks. Mark currently serves on Bridgewater’s Operating Board of Directors.

Mark is also a national health care thought leader, and the former Chairman and CEO of Aetna Inc. At Aetna, Mark assumed the role of CEO in November 2010, and of Chairman in April 2011. In November 2018, he stepped down as Chairman and CEO and served as a Director of CVS Health Corporation upon completion of CVS Health’s acquisition of Aetna, valued at $69 billion. Throughout Mark’s tenure at Aetna, he led the company’s transition from a traditional health insurance company to a consumer-oriented health care company focused on delivering holistic, integrated care in local communities.

Before joining Aetna, Mark held executive positions at Cigna, NYLCare Health Plans, and SelectCare, Inc., where he was President and Chief Executive Officer. He serves as a director of Verizon Communications Inc, Massachusetts Mutual Life Insurance Company, Thrive Global, and the FIDELCO Guide Dog Foundation.


To book Jayzen for a speaking engagement or workshop visit

Audio Player Image
Lead With Your Brand!™