Retire Often

Why retire once when you can retire often? Hear real mini-retirement stories. See how mini-retirements can unlock work-life balance, purposeful living, and financial freedom.

F-You Money, Side Hustles, and Hacks to Afford for Mini-Retirements

Jillian and Chris dive into Chris’s seven-month mini-retirement, where he and his wife traveled through Asia and Europe. Chris shares how they structured the trip, from budgeting and planning to navigating without a traditional schedule. He explains the cost advantage of taking a long trip vs many shorter trips to accomplish a long bucket list. And he goes through different hacks to increase income during a mini-retirement and reduce travel costs. We also talked about how his next upcoming mini-retirement will embrace this new season of life with small children. Link to All the Hacks Episode mentioned: Making an Easy $3k/mo from Online Deals with Kai    

09-10
32:17

Reinventing Life Before Retirement

Jillian and Brenda explore Brenda's journey of taking a mini-retirement to rediscover herself through hiking and writing. Brenda shares her experiences of stepping away from a traditional career to embrace nature and the writing process, discussing the emotional and financial aspects of this transition. They delve into themes of trust, community among hikers, and the importance of redefining success in a personal context. Brenda offers insights on using writing as a tool for self-discovery and provides advice for those considering significant life changes. Takeaways: Brenda took a mini retirement to focus on hiking and writing She set a goal to hike a thousand miles in five months The experience helped her redefine what success means Community among hikers fosters positivity and support Writing can be a powerful tool for self-discovery Avoiding naysayers is important for pursuing dreams More information about Brenda can be found at https://linktr.ee/drbrendau

06-25
23:16

JL Collins: affording mini-retirements on the Simple Path to Wealth

In this conversation, Jillian and JL Collins explore the themes of financial independence, the value of mini retirements, and the importance of life experiences. They discuss the parable of the monk and the minister, which illustrates the balance between wealth and resilience. The conversation delves into the fears surrounding financial decisions and the journey towards financial independence, emphasizing that experiences in youth may not be as accessible in later years. Through a case study of Tom, they highlight the realities of financial setbacks and the importance of confidence in financial planning. In this conversation, the speakers explore the themes of happiness, wealth, and the importance of optimism in life.    Link to Simple Path to Wealth   Takeaways   The parable of the monk and the minister illustrates financial resilience. Mini retirements can enhance life experiences without a catastrophic financial impact. Life stages affect our preferences and capabilities for experiences. Fear of financial missteps can hinder enjoyment of life. Financial independence doesn't eliminate all financial worries. Experiences in youth may not be as accessible in later years. The journey to financial independence can be as important as the destination. Confidence in financial decisions can be built over time. Case studies can provide valuable insights into financial planning. Happiness can exist independently of wealth.  

06-11
36:46

Mini Retirements to Practice for Early Retirement

In this conversation, Jillian and Doug discuss the concept of mini retirements and how they can lead to a fulfilling lifestyle while pursuing financial independence. Doug shares his personal experiences with mini retirements throughout his career, emphasizing the importance of taking breaks, traveling, and spending quality time with family. They explore the challenges and benefits of unconventional choices, the gradual transition to early retirement, and the value of practicing mini retirements to prepare for a fulfilling post-work life. Doug’s Links:  Niche Site Project: http://nichesiteproject.com  YouTube: https://www.youtube.com/@DougCunnington  Doug.Show Podcast: https://doug.show  Mile High FI Podcast: https://milehighfi.com  Homebase: https://dougcunnington.com  Instagram: https://instagram.com/dougcunnington 

05-14
27:38

How to Decouple Identity from Career for a Mini-Retirement

Mitch shares his journey towards a mini-retirement, discussing the challenges of decoupling his identity from work, the role of therapy in his transition, and the planning involved in their adventure. He reflects on the joy of spending quality time with family while traveling and the unexpected return to work with a new perspective.  Mitch offers encouragement for others considering a similar path, emphasizing the importance of self-evaluation and planning for a fulfilling life beyond traditional work. Takeaways Mitch and his wife were both working demanding jobs before considering a mini-retirement The financial independence community inspired Mitch to rethink his career path Decoupling identity from work is crucial for a successful transition Therapy played a significant role in helping Mitch understand his feelings about work Planning their mini-retirement adventure was essential to ensure they followed through Living in a camper for 11 weeks brought the family closer together Returning to work allowed Mitch to coach and guide others rather than manage Links:     •    myFIcapsule Episode #23: Our Big Trip Explained!      •    EverdayFI Episode #33: Mitch & Meg’s Money Musings

01-29
28:36

Mini Retirements: A Lifetime of Adventures by saving 6.5%

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 expenses to make mini-retirements feasible. Jillian provides practical calculations and strategies for saving, encouraging listeners to think creatively about financing their adventures and maximizing their experiences. Takeaways How saving an additional 6.5% of your income can fund mini-retirements. Finding ways to increase income or reduce expenses is key to financial freedom. Postponing small luxuries can lead to greater experiences later.

01-15
11:11

Developing Failure Immunity with an around the World Trip

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 discusses the impact of travel on his children, the importance of adaptability, and how the trip allowed them to reconnect as a family. Charles also highlights the lessons learned about resilience, the value of pausing in life, and his upcoming book that documents their adventure. Takeaways Travel was a shared dream that started on their honeymoon COVID-19 made them rethink the timing of their trip They aimed for immersion in cultures rather than a packed itinerary The trip was a reset for their family values and connections Children showed remarkable adaptability and resilience during the trip Travel experiences fostered growth and confidence in their kids

01-01
30:19

Seasons of life with expiration dates

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  

12-11
13:43

When the dream job becomes soul crushing

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

11-27
28:54

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 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.

11-13
19:23

Your Guide to Negotiating A Month Off

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

10-07
33:32

Building Freedom for Mini-retirements into Your Business

In this conversation, Jillian speaks with Ken and Mary from The Humble Penny about their journey of taking mini-retirements as business owners. They discuss the impact of COVID on their work-life balance, the transition from corporate jobs to entrepreneurship, and the importance of building systems that allow for freedom in their business. They share insights on the creative energy that comes from taking breaks, the dynamics of family life as business owners, and the mindset shifts necessary for success.  TakeawaysL COVID prompted a reassessment of priorities and the desire for more autonomy Transitioning from corporate to business ownership requires discipline and organization Building systems and having a supportive team is crucial for taking breaks It took Ken and Mary four years to achieve the freedom they desired in their business Taking breaks allows for rejuvenation and clearer vision in business Starting with systems in place can prevent overwhelm later on

10-02
34:36

Do you have the Capacity to Suffer or the Courage to Change?

In this solo episode, Jillian Johnsrud covers one of the tools that she uses with her coaching clients, focusing on the dual skills of courage for change and the capacity to stay and suffer. She emphasizes the importance of developing both skills to navigate life transitions effectively. Jillian provides actionable steps for listeners to clarify their goals and take necessary actions towards change, while also highlighting the significance of building resilience for future challenges.

09-23
18:56

The Rest You’ve Earned

Frances Benjamin shares her mini-retirement story and the transformative impact it had on her life. Before her mini-retirement, Frances was working multiple jobs and juggling the responsibilities of being a single mom. The catalyst for her decision to take a break was the pandemic and the realization that her daughter would soon be leaving the nest. Frances prepared for her mini-retirement by decluttering, saving money, and paying off debt. She embarked on her break with her daughter, traveling to Mexico and Thailand, immersing themselves in the local culture and enjoying the freedom to do what brought them joy.    Unexpectedly, Frances had to return home due to a family emergency, but this experience brought her closer to her father and reinforced the importance of prioritizing family. The mini-retirement allowed Frances to shift her mindset about work, putting herself and her family first. She now values her own well-being and is more selective about the commitments she takes on. Frances encourages other women to take breaks and prioritize their own happiness.   Takeaways   Taking a mini retirement can be a transformative experience, allowing individuals to prioritize their own happiness and well-being. Family emergencies can disrupt a mini-retirement, but they can also bring family members closer together. A mini-retirement can lead to a shift in mindset about work, with individuals valuing their own well-being and prioritizing family. Frances Links: Ask Me Anything 1:1 Career Break Coaching Tools & Resources

08-28
22:09

Business Growth after a Year Off

PT, is the creator of a large event, FinCon. Taking a mini-retirement as a business owner can be stressful, confusing, and scary. PT shares his experience of taking a step back from his business and how he slowly extracted himself while empowering his team. He discusses the challenges and transformations he went through during his mini-retirement, including finding new hobbies, spending more time with family, and healing emotionally and spiritually. PT also talks about the expansion of his business after his return, including acquiring another conference and taking over his family's CPA firm. He encourages entrepreneurs to prepare financially, trust their team, and be open to the possibility of a mini-retirement. PT Links: PT Money blog: https://ptmoney.com FinCon Expo: https://finconexpo.com TravelCon: https://travelcon.org CPA Firm: https://taylorassociatescpa.com Takeaways: Taking a step back from your business can be transformative and healing. Preparing financially and having a trusted team in place can make the process smoother. Mini-retirements can open up new opportunities and allow for massive business growth. Being open to new hobbies and experiences can lead to unexpected passions and connections. Entrepreneurs should consider the possibility of a mini-retirement and plan accordingly.

08-14
27:32

Take an epic year-long road trip with the family

If you have ever been curious about taking an epic yearlong road trip, Heidi’s story of how her and her family embarked on a year-long mini-retirement traveling all around the US, will inspire you and give you practical tips for planning. They took an intentional break from work and school, with no W2 jobs and no traditional schooling for their three kids. They experimented with different experiences to prepare, such as traveling in Hawaii for three weeks and renting an RV. These experiments helped them make decisions and prepare for their mini-retirement.    They saved enough money to travel for a year, but ended up extending their trip to 15 months. They budgeted for $70,000 to $90,000 but ended up spending around $60,000. (Heidi mentions they spent $45,000 during the interview but let me know it was close to $60,000) They were surprised by how well they got along and how close they became as a family during their adventure.   Takeaways   Link to Heidi’s additional resources: https://ordinarysherpa.com/lifestyle Taking a mini-retirement or family gap year can be a meaningful and impactful experience. Experimenting with different experiences can help in making decisions and preparing for a mini-retirement. Budgeting and saving enough money is important, but it's also important to be flexible and open to unexpected opportunities. Finding joy in everyday novelty and valuing different types of experiences can enhance the mini-retirement experience. Spending quality time together as a family can strengthen relationships and create lasting memories.  

07-31
32:33

How to Take a Mini-Retirement Every Year

Dr. Corey Allen and his wife embarked on a month-long mini-retirement, traveling in an RV and exploring national parks. The idea originated in 2010 when they considered taking their kids out of school and traveling full-time. However, they decided to wait and eventually started taking one month off every summer. Corey is a marriage and family therapist, while his wife is a CPA. Learn how Corey’s wife negotiated a month off every summer as part of her contract. Cory maintained his work responsibilities while traveling, and his wife took occasional days off to catch up on work.    In this conversation, Corey Allan and Jillian discuss the benefits and challenges of taking a mini-retirement and traveling as a family. They emphasize the importance of framing the experience in a positive way and viewing it as an opportunity for personal growth. They also discuss the normalcy of conflict and the need for space in relationships. The mini-retirements strengthened their marriage and created lasting memories for their family. Cory shares the reactions he has received from friends and family about his lifestyle and encourages others to make intentional choices to create the life they want. They also discuss the value of flexibility and the benefits of traveling with young children. Takeaways Asking for what you want and taking risks can lead to great experiences Maintaining work responsibilities while traveling is possible with proper planning and delegation Mini-retirements can strengthen marriages and create lasting memories for families Frame a mini-retirement as an opportunity for personal growth and positive experiences. Conflict is normal in relationships, and it can be an opportunity to learn more about oneself. Create intentional choices to design the life you want. Flexibility is key in making the most of travel experiences. Traveling with young children can provide valuable learning opportunities.

06-06
33:30

Reinventing Yourself Post-Divorce with Travel

In this conversation, Brooke Thayer shares her experiences with taking multiple mini retirements and traveling the world. She discusses the inspiration behind her mini retirements, including a difficult divorce that led her to reevaluate her life. Brooke shares the challenges and benefits of open-ended travel, staying in hostels, and finding connections in the travel community. She also talks about the financial aspects of long-term travel and offers tips for affordable travel. Brooke highlights the importance of transitioning from saving to spending mode and gaining agency in making personal choices. Overall, her story serves as an encouragement for those looking to reimagine their lives and pursue their travel dreams.   Takeaways Taking mini retirements and traveling can be a transformative experience, providing opportunities for personal growth, self-discovery, and reimagining life. Open-ended travel allows for flexibility and the freedom to explore new destinations and experiences. Staying in hostels and utilizing budget-friendly accommodations can make long-term travel more affordable. Transitioning from saving to spending mode can be challenging, but having a budget and financial plan in place can help maintain financial stability. Taking the leap to pursue your travel dreams requires courage and a willingness to step out of your comfort zone.

02-07
35:46

Road Trip Across Canada

Brent and his wife were on the path to financial independence, planning to retire early at 40. However, they realized that their plan wasn't serving them well and decided to take a mini-retirement. The challenges of asking for unpaid leave and shifting from saving to spending were overcome by their desire for change. Brent's mini-retirement involved a two-month road trip with his wife and eight-month-old son, inspired by Canadian hero Terry Fox. The trip had its challenges, but it allowed Brent to fully enjoy time with his family and sparked a desire for a more flexible and lifestyle-friendly career. The mini retirement provided the space for Brent to reimagine his path to financial independence and prioritize quality time with his family. He now embraces the idea of retiring often and being open to different seasons of work and rest. Brent encourages others to take the leap and try something new to get unstuck and gain clarity.

01-24
28:04

Negotiating Time Off to Hike the Camino Trail

Diania shares her experience of negotiating a mini-retirement to walk the Camino de Santiago in Spain. She initially planned to support her uncle on the journey but ended up going alone. Diania discusses the financial preparation she made, including paying off debt and learning about financial independence. The time off was full of self-discovery and awareness, including recognizing her weak internal compass and susceptibility to external influences. She emphasized the importance of community and in-person connections, which led her to create the Economy Conference. She is a great example of how to negotiate a leave of absence and how time brought her closer to financial independence.   

01-03
31:28

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