Planning to Retire? Start Here

There are many podcasts on retirement, often hosted by financial advisors with their own financial motives, that cover the money side of the street. This podcast is different. You’ll get smarter about the investment decisions you’ll make about the most important asset you’ll have in retirement: your time.

About Retirement Wisdom

I help people who are retiring, but aren’t quite done yet, discover what’s next and build their custom version of their next life. A meaningful retirement doesn’t just happen by accident.

Schedule a call today to discuss how The Designing Your Life process created by Bill Burnett & Dave Evans can help you make your life in retirement a great one – on your own terms.

About Your Podcast Host

Joe Casey is an executive coach who also helps people design their next life after their primary career and create their version of The Multipurpose Retirement.™ He created his own next chapter after a twenty-six-year career at Merrill Lynch, where he was Senior Vice President and Head of HR for Global Markets & Investment Banking. Today, in addition to his work with clients, Joe hosts The Retirement Wisdom Podcast, which thanks to his guests and loyal listeners, ranks in the top 1 % globally in popularity by Listen Notes, with over 1.6 million downloads. Business Insider has recognized Joe as one of 23 innovative coaches who are making a difference. He’s the author of Win the Retirement Game: How to Outsmart the 9 Forces Trying to Steal Your Joy.

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Wise Quotes

On Reinvention

“One of the ways to start actually, and I just wrote a piece in The New York Times about this [is] the idea of thinking about your possible selves. Now that’s a psychological term, but essentially what it means is to imagine what you might be, what you could be, and to go beyond the daydream to take some sort of action on possible selves. So that means if, let’s say I’m pivoting in a career, take a course or shadow someone, or do an informational interview. Don’t just like sit with it and cogitate. You’ve got to get out of your own brain.”

– Joanne Lipman

On Purpose & Meaning

“Purpose or meaning actually requires challenge and trauma and hardship and pain – and actually requires unhappiness paradoxically. So these are kind of complicated phenomena, but altogether, everybody can get better at getting happy if you’ve got the knowledge and skills.”

– Arthur Brooks

On Relationships

“The finding that we talk about most in our book, The Good Life, is that it’s very clear across this 86 years of research, and hundreds of papers, that the most important predictor of health and happiness throughout the lifespan is the quality of our relationships with others. How connected we are, how much we can rely on other support, and how much we’re able to do that are really key predictors of how happy we’ll be and how healthy we will be. And it’s all kinds of relationships. It’s not just the person who you may have been lucky enough to spend a good portion of your time with. So it’s not just our marital partners or our intimate partners, it’s friends, neighbors, people we work with, people in our communities, it’s all types of relationships that matter.”

– Marc Schulz

On Creating a Portfolio Life

“And so it can be hard in that transition because not only have you lost the routine of what do I do with my day, you’ve also lost the community of here’s who I talk to on a regular basis – and then you’ve lost this identity. How do I describe myself? Who am I when I get out of bed? And as terrifying as it is to go through that transition and losing all three things at the same time, it’s a huge opportunity because for so many people at that cusp of retirement, they’re thinking, I’m not dead yet. I’ve got a whole life ahead of me. I still have something to offer. And, very likely, I saw a lot of things I’m really curious about that I haven’t had space for. So rather than replacing one thing for another, the opportunity here is to really think about your portfolio, literally like your financial portfolio, and you map out what do I need for this chapter? Do I need a community that will challenge me and push me to grow? Do I need that community to be in person versus one that might be online or over zoom? So you start mapping out what you need. And honestly, a lot of times you don’t know what you need until you don’t have it. So sitting in that really awkwardness of those first few weeks or months and saying, oh, I hate this. Why? What are you missing? And then after you map out what you need, you have that same opportunity to say, okay, well what do I want? What comes next? What are the things that I am interested in or parts of my Venn diagram that I haven’t been able to make use of in a while? And then you just sort of, it’s a little bit like a mashup, a mix tape.”

– Christina Wallace