In this episode, Amanda and I dive into an honest conversation about major life choices, the fear and excitement behind moving abroad, and how our surroundings shape our mental and emotional wellbeing. We talk about the pressure of adulthood, the search for purpose, and what it means to pursue a life that feels meaningful rather than just comfortable. Amanda reflects briefly on her earlier career in publishing, using it as a lens to explore creativity, boredom, and how people grow through changing interests. From career transitions and financial realities to friendship, connection, and communicating with intention, this episode is a wide-ranging look at navigating adulthood with curiosity, courage, and self-awareness.

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Contact Me: www.plantoendure.com

Instagram: @plan.to.endure

Hosted on Acast. See acast.com/privacy for more information.

In this conversation with Sam, we explore the space between structure and freedom, work and rest, and the quiet fulfillment found in doing what you love. From his time in the cadets and journey into self-employment to cold water surfing and canoeing across Scotland, Sam shares how simplicity, challenge, and curiosity guide his approach to life. We also reflect on the Fisherman’s Parable — a story that reminds us that success isn’t always about more, but about knowing what’s enough, and finding peace in the life you already have. It’s a reflective conversation about simplicity, ambition, and the ongoing process of learning what truly matters.

Instagram: @samfallow⁩

Excerpt Reference – The Fisherman’s Parable:

An American investment banker was at the pier of a small coastal Mexican village when a small boat with just one fisherman docked. Inside the small boat were several large yellowfin tuna. The American complimented the Mexican on the quality of his fish and asked how long it took to catch them.

The Mexican replied, “only a little while.”

The American then asked why didn’t he stay out longer and catch more fish?

The Mexican said he had enough to support his family’s immediate needs.

The American then asked, “but what do you do with the rest of your time?”

The Mexican fisherman said, “I sleep late, fish a little, play with my children, take siestas with my wife, Maria, and stroll into the village each evening where I sip wine, and play guitar with my amigos. I have a full and busy life.”

The American scoffed. “I have an MBA from Harvard, and can help you,” he said. “You should spend more time fishing, and with the proceeds, buy a bigger boat. With the proceeds from the bigger boat, you could buy several boats, and eventually you would have a fleet of fishing boats. Instead of selling your catch to a middle-man, you could sell directly to the processor, eventually opening up your own cannery. You could control the product, processing, and distribution,” he said. “Of course, you would need to leave this small coastal fishing village and move to Mexico City, then Los Angeles, and eventually to New York City, where you will run your expanding enterprise.”

The Mexican fisherman asked, “But, how long will this all take?”

To which the American replied, “Oh, 15 to 20 years or so.”

“But what then?” asked the Mexican.

The American laughed and said, “That’s the best part. When the time was right, you would announce an IPO, and sell your company stock to the public and become very rich. You would make millions!”

“Millions – then what?”

The American said, “Then you could retire. Move to a small coastal fishing village where you could sleep late, fish a little, play with your kids, take siestas with your wife, and stroll to the village in the evenings where you could sip wine and play guitar with your amigos.”

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Contact Me: www.plantoendure.com

Instagram: @plan.to.endure

Hosted on Acast. See acast.com/privacy for more information.

In this episode, I sit down with Jack, a former snowboard instructor and now professional photographer. We talk about his journey from working in construction to photography, and how living abroad shaped his perspective on work, creativity, and identity. Jack shares stories from his time snowboarding, teaching, and discovering his passion for photography, as well as the risks and rewards of pursuing a creative career. We also explore the challenges of freelancing, the process behind his film and photography projects, and the lessons learned from navigating life and work across continents. It’s an honest and inspiring look at following passion, adapting to change, and defining success on your own terms.

Instagram: @jackflynn_jfv

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Contact Me: www.plantoendure.com

Instagram: @plan.to.endure

Hosted on Acast. See acast.com/privacy for more information.