Retire Often

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 listeners to prioritize these moments before they pass by. Takeaways Mini retirements allow for experiences that can't fit into weekends Some life experiences have expiration dates that can't be postponed until 65 Life is unpredictable, and we should seize opportunities when they arise Regrets often stem from not taking chances when we had the time The joy of experiences can outweigh the hassle of planning them As we age, our preferences and abilities change, impacting our adventures  

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 a year-long RV trip with his family, and the profound impact it had on their lives. Jacob reflects on the shift from a corporate career to entrepreneurship, emphasizing the importance of embracing risk and prioritizing personal fulfillment over financial metrics.   Takeaways   Jacob experienced a mental breakdown due to work stress and travel demands. Jacob's journey highlights the importance of mental health and family connection. He realized he didn't need to reach a financial finish line to make life changes. The FIRE movement can create a mindset that limits freedom vs create it.  He learned that life is about the journey, not just financial goals. The risk of staying in a job you hate can be greater than the risk of change.   Follow and Connect with Jacob:   YouTube.com/@Roadmapmoney Instagram.com/@roadmapmoney threads.net/@roadmapmoney

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 year syndrome and the fear of losing out on that extra income.  Takeaways She felt the need for a better work-life balance due to her stressful job. The group coaching provided valuable support and perspective. Hesitations about leaving a stable career are common but manageable. Volunteering unexpectedly became a fulfilling part of her journey. Flexibility in planning is crucial for a successful mini retirement. Prioritizing rest before tackling new challenges is beneficial. Calculating financial implications helped Stacy make informed decisions.

In this episode, I explain that a month is an ideal starting point due to the ease of negotiation, lower costs, the ability to achieve significant personal goals, and the chance to practice for longer breaks. The conversation then moves into strategies for negotiating time off, emphasizing the importance of a collaborative approach and the recognition that negotiation is often a multi-step process. I then detail the importance of crafting a compelling narrative when negotiating a mini-retirement. She outlines four key elements for framing the story: it should be positive, interesting, specific, and ideally a one-time event. Throughout the discussion, she offers practical strategies for framing the conversation, addressing challenges, and using compromise to create a win-win situation for both employee and employer. You can request access to the 2 free resources to plan an incredible 1-month mini-retirement at http://retireoften.com/onemonth