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The Art of the Sabbatical: Navigating Career Gaps with JL Collins

Retire Often

Release Date: 11/08/2023

From Early Retirement to Flexible Work and Mini-Retirements show art From Early Retirement to Flexible Work and Mini-Retirements

Retire Often

In this conversation with Darlene, we delve deep into the journey of early retirement and the surprises it holds beyond the workplace. Darlene's story goes from her demanding corporate career to a retirement decision spurred by an enticing severance package. This episode is not just about the transition into early retirement; it's about the unexpected emotional roller coaster that followed. Darlene candidly shares the challenges of filling days once packed with responsibilities, the struggles of maintaining friendships outside the office, and the enlightening process of rediscovering her...

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The Art of the Sabbatical: Navigating Career Gaps with JL Collins show art The Art of the Sabbatical: Navigating Career Gaps with JL Collins

Retire Often

In this conversation with my friend, JL Collins, we take a look at a professional journey that defies convention, punctuated by career breaks and the power of 'F.U. money.' His career began marked by intense work periods that eventually led to inevitable burnout. But through these experiences, JL began taking mini-retirements, illustrating that stepping away can often add more meaning in life. This episode isn’t just a look into JL's path of financial independence; it explores his philosophical pivot from earner to explorer. We chart his transition from a traditional careerist to an...

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Outdoor Adventures and a Path to FI show art Outdoor Adventures and a Path to FI

Retire Often

In college, Joe fell in love with hiking and climbing. He loved the community and time in nature. He tried pursuing a corporate life, but a mini-retirement where he hiked the Appalachian Trail shifted his path.  He realized that corporate life wasn’t how he wanted to spend the rest of his life. But he also wasn’t drawn to the “dirt bag” life of taking odd jobs to pay the bills between adventures. So he rapidly saved money from the corporate job to pursue financial independence. After taking another long mini-retirement to hike the Pacific Crest Trail, he made an even more...

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Multiple Mini-retirements as a Medical Professional show art Multiple Mini-retirements as a Medical Professional

Retire Often

Getting diagnosed with a brain tumor during her residency helped Dawn refocus on who she wanted to be as a person and what she wanted her life to look like.  Instead of losing herself in her profession, she consistently course corrected by using mini-retirements. The medical profession, like many others, can become an all consuming identity. Instead of accepting the prescribed narrative to what her life should look like based on her job, Dawn carved out a whole new path.  

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From School Teacher to Living in France for Two Years show art From School Teacher to Living in France for Two Years

Retire Often

Eric was a schoolteacher in Boston. Along with his wife and two kids, they moved to France for two years. This seems like an impossible step for many people. But it was after years of practice taking smaller trips and spending time abroad. His wife is originally from France, and she used that time to complete a master's program. Eric shares the financials behind a massive move like this, showing how much more affordable France was than their life in Boston. His story shows how much can happen in life when you create some space for new things. 

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From Breadwinner to Stay-at-Home Mom show art From Breadwinner to Stay-at-Home Mom

Retire Often

Stepping away from a successful, lucrative, and important job can be tricky. Even when that job is eating up all your free time and bandwidth and at the cost of your health and relationships. It’s scary to kill the golden goose. But Amanda discovered all that life had to offer on the other side during her mini-retirement. Surprisingly, the lower stress and more free time even helped their finances. This mini-retirement created a huge opportunity for growth as a mom and wife. Plus it gave her new skills that might be a future business. She had a hard time imagining ever leaving her career,...

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Mini-Retirement as a Half-Time for a Successful CEO show art Mini-Retirement as a Half-Time for a Successful CEO

Retire Often

Vikaash has always been good at work. Professionally, success came quickly. From Harvard Business School to 40 Under Forty Young Business Leaders award by CNBC, to CEO. But that type of success has a cost: 15 to 18-hour work days and little time or energy left over for family, health, sleep, or hobbies.  At the peak of his career, he decided to take a mini-retirement. What I find incredible about Vikaash is the vision and courage to take this step. I’ve known a lot of successful professionals, and stepping away from the thing they do best, in order to focus on areas of their life that...

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One Mini-Retirement Leads to many More show art One Mini-Retirement Leads to many More

Retire Often

Jamie and her husband are both self-employed. Walking away from their business for a month seemed overwhelming. But they desperately needed to rest, recover, and focus on family, health, and fun for a bit. Jamie shares how they planned and prepared for that first month off. It was so good for everyone that they knew they wanted to do it again. Now, after their second mini-retirement, they are figuring out how to create more passive income to fund a yearly mini-retirement. They are organizing their work, home, and lives to be able to Retire Often. 

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Using Rentals to Fund Mini-Retirements show art Using Rentals to Fund Mini-Retirements

Retire Often

Chad (Coach Carson) started his financial journey by investing in real estate. It helped fund his and his wife's first budget mini-retirement. Over the years, as his rentals became more profitable, he was able to upgrade the mini-retirement adventures as well. He is just finishing his third mini-retirement, a year-long trip to Spain with his family.  Chad gives practical and encouraging advice on how being a small real estate investor can give you even more financial freedom. Just a few rentals can fund your Retire Often lifestyle. His new book, The Small and Mighty Real Estate Investor...

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Solo Adventure as a Single Mom show art Solo Adventure as a Single Mom

Retire Often

In her mid 30’s, Rachel decided it was time for a change. She had been working 10 hours a day, 6 or 7 days a week, stressed about even asking for a day off. She was ready for a change of pace and autonomy over her life. Despite never being a hiker and never even traveling outside of the country, she began preparing for a 500-mile pilgrimage in Spain. Her two-month mini-retirement plan expanded into a year, as she finally started working on a business idea she had been dreaming about for years.  Old beliefs around work and money arose as she started spending down her savings. But this...

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More Episodes

In this conversation with my friend, JL Collins, we take a look at a professional journey that defies convention, punctuated by career breaks and the power of 'F.U. money.' His career began marked by intense work periods that eventually led to inevitable burnout. But through these experiences, JL began taking mini-retirements, illustrating that stepping away can often add more meaning in life. This episode isn’t just a look into JL's path of financial independence; it explores his philosophical pivot from earner to explorer. We chart his transition from a traditional careerist to an unconventional path, where extended travel and periods of freedom became the norm. JL unveils the strategies that enabled his shift towards a life less ordinary. He doesn't just share tales of his travels; he provides a thoughtful perspective on redefining success, the value of time over money, and how to wisely navigate the financial tides to craft your own path of liberty and discovery.