Retire Often

Business Growth after a Year Off

Retire Often

Show Notes

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.

More from Retire Often

Mar 25, 2026

Meghan Combs shares her journey from a stressful corporate job to an unplanned mini retirement, highlighting the importance of adaptability, mental health, and embracing life's uncertainties. Discover practical insights on navigating change, managing emotions, and finding joy in unexpected life transitions.

Mar 4, 2026

Stacy Ennis explores the evolution of mini retirements, living abroad, and shifting mindsets around work, rest, and travel with Jillian. Stacy shares her journey from a hustle culture to embracing a restoration mindset, offering practical advice for those considering mini retirements and international moves. Links Instagram @stacyennis Linkedin https://www.linkedin.com/in/stacylynn Youtube: https://youtube.com/@stacyennisauthor Website: https://stacyennis.com Takeaways The emotional and logistical challenges of mini retirements decrease over time Research and a bias toward action are crucial for moving abroad Start small with travel or mini retirements to build confidence Planning and momentum are essential for writing books or other long-term projects

Jan 21, 2026

Brian Herriot discusses the concept of mini retirements and the journey towards financial independence with Jillian. Brian shares his personal experiences, including the challenges he faced during the pandemic and how he shifted his perspective on what financial freedom means. They explore the importance of taking breaks, the lessons learned from traveling, and the value of optimizing for time freedom rather than just financial wealth. Pre-order Time Freedom and get the audiobook free—instant access today, paper copy in September. Normally, that takes three copies, but for "Retire Often" listeners, just one. timefreedombook.com | code: JILLIAN Takeaways: Financial independence is not just about money; it's about time control Taking breaks can enhance creativity and professional growth It's important to challenge limiting beliefs about work and time off A seasonal schedule can help balance work and personal life

Oct 29, 2025

28% of doctors consider leaving the profession on a weekly basis. Can mini-retirements allow people to stay in these demanding careers that they love, but are burning them out? Jillian and Christie discuss the importance of taking sabbaticals in the healthcare profession, particularly in light of the burnout culture that often pervades the field. Christie shares her personal journey of feeling overwhelmed in her role as a palliative care physician and the steps she took to reclaim her well-being through a sabbatical. They explore the systemic issues that contribute to burnout, the fear associated with career transitions, and the importance of finding agency and options within the medical field. The discussion emphasizes the need for self-care, the value of coaching, and the significance of maintaining one's identity outside of work. Links: Website: reclaimphysiciancoaching.com, where any physician interested in exploring coaching can book a free introductory conversation. Instagram: https://www.instagram.com/reclaim_physician_coaching Facebook: https://www.facebook.com/profile.php?id=61578579675081

Oct 1, 2025

Why take a mini-retirement when you are fully retired? Justin shares his personal journey of taking a six-month adventure around the world, detailing the motivations behind it, the challenges of maintaining routines while traveling, and the appreciation gained from both travel and returning home. They also delve into the financial aspects of long-term travel, debunking myths about costs and emphasizing the importance of planning and flexibility. You'll see how planning a mini-retirement can help break you out of the retirement routine and add extra adventure and experiences to your daily life. Links mentioned: Substack link for coverage of our international 6 month trip Link to our podcast episode with more details about the trip My personal blog where people can get more insight to how I retired at 33

See all episodes →