One week into his mini-retirement, Josh Obermyer joins Jillian to discuss the challenges and intentions he has to destress, decompress, and figure out what's next.
Burnt out with his ever-increasing workload and long commute, Josh was ready for a break.
An active member of the FIRE community, Josh has embraced the mindset that life is more than the destination. Committed to enjoying the journey, he planned for a mini-retirement.
Professionally, Josh is at the top of his game. He is an expert in his field and a leader in his career. So, stepping away in his 30's is a surprising move and one that veers from the path of most of his peers.
Taking a career "gap year" will allow him space and time to do what he wants to do while figuring out the next steps. Josh anticipates that this time, decompressing and refreshing while spending time with dear family, taking road trips, visiting national parks, and attending conferences might be the bridge that helps him transition into self-employment.
The mini-retirement challenges he faces now, like figuring out health insurance options and learning to spend rather than being a diligent saver, will help him gain clarity for his next chapter.
"I'm a natural saver. I'm going to be spending down that horde of cash that I have. And that's gonna be a bit of a trick in my mind."
You don't have to wait until you get to some imaginary finish line to begin enjoying the fruits of your labor. So what would it look like for you to take a mini-retirement as a stepping stone to your next life transition? Is it more possible than you might think?
Dateline NBC
Current and classic episodes, featuring compelling true-crime mysteries, powerful documentaries and in-depth investigations. Follow now to get the latest episodes of Dateline NBC completely free, or subscribe to Dateline Premium for ad-free listening and exclusive bonus content: DatelinePremium.com
Are You A Charlotte?
In 1997, actress Kristin Davis’ life was forever changed when she took on the role of Charlotte York in Sex and the City. As we watched Carrie, Samantha, Miranda and Charlotte navigate relationships in NYC, the show helped push once unacceptable conversation topics out of the shadows and altered the narrative around women and sex. We all saw ourselves in them as they searched for fulfillment in life, sex and friendships. Now, Kristin Davis wants to connect with you, the fans, and share untold stories and all the behind the scenes. Together, with Kristin and special guests, what will begin with Sex and the City will evolve into talks about themes that are still so relevant today. "Are you a Charlotte?" is much more than just rewatching this beloved show, it brings the past and the present together as we talk with heart, humor and of course some optimism.
Stuff You Should Know
If you've ever wanted to know about champagne, satanism, the Stonewall Uprising, chaos theory, LSD, El Nino, true crime and Rosa Parks, then look no further. Josh and Chuck have you covered.