Interested in Retire Often Group Coaching?
This group coaching is for people who are looking to step away from their 9-5 for a month or longer, maybe even forever. If you are considering taking a career break this year, group coaching will help you navigate that transition more effectively and make the most of your time off.
About Me
I started my financial journey at 19 with $55,000 of debt. Adam and I didn’t have high-earning jobs, but we still had big dreams. We wanted to be able to Retire Often and take mini-retirements to travel the world, adopt kids, and have financial freedom.
Over 20 years we took a dozen mini-retirement. It took over a decade to pay off our debt, pay cash for our home, adopted 4 kids (and had 2 biological kids), bought rentals, traveled to 27 countries, and lived abroad.
At 32, I became financially independent, and we left our full-time jobs. We live in Kalispell Montana, near Glacier National Park with our 5 kids.
I host the Retire Often podcast, where people share their mini-retirement stories. The motivations, struggles, employment strategy, finances, logistics of their mini-retirement and how they Retire Often.
Sample the Retire Often Workbook with
Retire Often Worksheets
Latest Content
See what I’m creating on my podcast Retire Often and blog posts
Mini Retirements: A Lifetime of Adventures by saving 6.5%
Summary In this solo episode, Jillian discusses the concept of mini-retirements, exploring how much one needs to save to enjoy these experiences throughout life. She emphasizes the importance of planning, budgeting, and finding ways to increase income or reduce...
Developing Failure Immunity with an around the World Trip
Summary In this conversation, Charles shares the inspiring journey of taking a seven-month mini retirement with his family, exploring the motivations behind their decision, the planning process, and the transformative experiences they encountered along the way. He...
Seasons of Life with Expiration Dates
Summary In this solo episode, Jillian discusses the necessity of taking mini retirements to engage in meaningful activities that have expiration dates, such as family adventures. Jillian reflects on her own experiences and the unpredictability of life, encouraging...
A Small (and not so sweet) Update
Late this Spring, I walked into a therapist's office. The conversation began as most do, “So what made you decide to start therapy?”“My life is imploding.” I said in a rather dry and unmoved way.He seemed curious but doubtful. “Imploding? Well, let’s start with why...
When the Dream Job Becomes Soul Crushing
In this conversation, Jacob Wade shares his transformative journey from a high-stress tech sales job to a life of travel and family connection through a mini retirement. He discusses the mental health challenges that led to his decision, the planning and execution of...
Embracing the Three Phases of a Mini Retirement
In this conversation, Stacy shares her experiences part way through her mini retirements. She shares how she created distinct phases. While explaining the importance of having a structured yet flexible approach to this career break. We cover how she overcame one more...