Career Longevity and Relationship Success with Greg Oberland

Celeste Cuffie chats with Greg Oberland, a seasoned executive with a 36-year career at Northwestern Mutual, to discuss the delicate balance between personal life and a long-term career. If you're looking for practical advice on maintaining strong relationships while building a lasting career, this episode is packed with insights.

Greg emphasizes the vital role of communication and mutual respect in a strong marriage, sharing candid anecdotes from his own 44-year relationship. He also talks about staying adaptable in your career and the need for continuous learning in today's ever-changing job market.

Curious how one man has managed to juggle a successful career with deep family bonds and community engagement? Listen in to learn Greg's secrets to longevity in both personal and professional spheres.

Episode Highlights: 

12:29 - My parents really instilled this, the importance of education, understanding the truth, speaking the truth, and justice. I think about the work we're doing at the Greater Milwaukee Foundation today in racial equity and inclusion about trying to create a Milwaukee for all. For me, why I'm so excited about that is it really does tie in with the way I was raised back home in Chicago.

19:58 - I'm very understanding of the fact that, again, the world is changing very, very fast and the pressures, stresses, different things you have to deal with demand a different approach. And what worked for us years ago is not necessarily going to work today.

35:14 - I hope that one of the legacies is that they see how important family is and they keep that together as they move forward in life. The last thing is, I'm a big believer in you have to be part of your community. Even though family is important, you can't take family out of the broader community. I hope they see through the actions of both Rhonda and me that we believe in community and we want to make community better, and that there are things you can do so that they have that same drive and motivation to make their community better than it is today.

Guest Bio 

Greg Oberland joined Northwestern Mutual in 1982 as an attorney and transitioned to the business side, taking on increasing executive responsibilities. He served as President from 2014 until his retirement, overseeing sales, marketing, and agency functions. His leadership was instrumental in driving the company’s growth and innovation. Beyond his corporate role, Greg contributed to the community, including serving as board president for the Milwaukee Repertory Theater. His career reflects a commitment to excellence and impactful leadership.

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