From dying and coming back to life at 12,000ft in the mountains, to being stranded in a 115º desert, falling down a frozen waterfall in a canyon, being sensory-deprived in caves, or stepping into the lives and homes of colorful characters scattered across the globe, "I wonder where this road goes..." is more often than not, the prompt that begins most of Kyle's stories and [mis]adventures.

Kyle, and his faithful-but-fiercely-independent Border Terrier, Bean, have been on the road full time as #vanlife nomads for the past 4 years. As a self-described Fear Slayer, Kyle's definition for ultimate personal success, is that as he's looking back on his life, just before drawing his last breath, FEAR did not prevent living life, in even the subtlest way. 

This unfolding journey has Kyle scratching at deep questions of what it means to be human, what it means to be alive, and how to remove the barriers that hold us back from living our greatest lives. Always armed with a camera, pen, and unquenchable curiosity, Kyle lives to explore, create, and connect. 

But really... he's just trying to be as huggable as Bean.

Follow their ongoing adventure on Instagram at @KyleKesterson or send an email to get in touch.

Recent Appearances

Are You Being Real with Mark Shapiro

Kyle Kesterson can easily be labeled as an adventurer, an entrepreneur, a digital nomad, a storyteller, and fearless.  However, he prefers to be "Unlabeled," as his Instagram shows.  If he had a mantra that he guides his life by it would be "I wonder where this road goes..."  He is wise, well-traveled, and a unique example of true fearless.  I had the privilege of meeting him on my recent trip to Israel and I absolutely had to have him on to share his wisdom with all of you. In this episode, I sit down with Kyle in his van (aka "The Bromfmobile") and discuss his childhood, life as a founder and entrepreneur and how becoming self-aware of his own fear propelled him to a TEDx talk (among many other speaking engagements) and a radically awesome, fearless life.   This is a hefty episode full of many insights and realizations you'll not want to miss. Show Notes: -Kyle's past and how he learned to lean into his fears. -How sharing his past has allowed him to crush all his fears in the future. -How vulnerability begets vulnerability. -How to improve your relationships by "throwing out little seeds" of communication when you think of people. -What his definition of authenticity is. -Why there shouldn't be any guilt for not having goals, dreams, and ambitions. -How a Google form sent Kyle on many unique adventures. -What Kyle would love everyone to ask themselves. *Learn more about Are You Being Real at AreYouBeingReal.com/178

Episode 181 with Kyle Kesterson - Uniquely Fresh Perspectives on Fear, Direction & Success - Full Link

Between Dreams with Chris Ruggiero

Kyle Kesterson stops by the Between Dreams studio with a reminder to ask questions instead of seeking answers.

Full Link

Latest Podcast episodes from “Wander Where This Goes”

Latest from the Journal
x_alabamahills-14_Qs.jpg
2018 / 2019 Integration & Intentions Guided Deep Dive
Read More →
bluelake-19.jpg
"How do you make money?" (How do you travel so much)
Read More →
bali_day9_monkey-13.jpg
Are you my spirit animal? -- What it takes to be King of Monkey Forest

After emerging from a small cave, I stepped into a lush jungle and glanced around into the thick layers of green, trying to spot the wolf. But above me I heard a rustling, and there I saw him. A lone monkey, sitting and staring right back at me.

Read More →

LATEST FROM INSTAGRAM

May you own the entirety of your power, peace, and happiness. May NO object, desire, expectation, or circumstance cause your resolve to falter. May you have the mind to see, and the will to break, the conditioning echoed to you. May the reflection
Thank you for the messages, I am safe here in Israel. Yes, there is an escalated conflict happening, and last I heard was over 600 missiles launched from Gaza into Israeli territory, some of the most serious violence since 2014. Last night a number
Good morning from Tel Aviv! I woke up this morning at 3am due to 30hrs of travel and some internal clock issues. As I sat in the darkness and stillness of my room, I didn’t feel very good. In the sense of emerging thoughts and feels that at fir
[Swipe to hatch] 🦋 — In some ways it feels like our generation is on the edge of a culture-wide breakthrough of awakening to consciousness, healing, and service-oriented action. On other days it feels like this Awakening Movement is a thin, mo
Many of us are taught that the world is full of things that will hurt us, and so we must armor up before leaving the house. Rather than being taught ways to skillfully and gracefully navigate, interact with, and flow past anything that we may encount
So I got the answer wrong. I am now keeping my word and posting this picture selected by my friend @clatwo. I’m challenging my friends who are logical and smart thinkers, to have a crack at guessing the answer to the riddle below. When you thin
We’re alive another day! Let’s celebrate! 🌼 *** Note: No flowers were harmed in the making of these photos. All the armchair social media eco-warriors can keep your charged messages to yourself. #superbloom #superbloom2019 #nvrtmrw #bra
Perspective is a force we shape, using our very own hands. Using our very own words. Each word spoken is a spell, cast into the ether to draw in and manifest. Our culture is one of watering down the essence of our intention and exaggerating the impor
Happy International Women’s Day! I am eternally grateful, and feel so blessed to have the many sisters, witches, and goddesses in my life. Women who help soften the edges of a hard world. The feminine who bring warmth and compassion to problem
With most people, it can be an honest effort to regularly be reminded of what makes them unique and special, especially as you come to get to know their habits, routines, patterns, and quirks. We are wired to normalize, and I certainly struggle with
We are ex babies. There was a time before circumstance reached our fingertips and left its scratches. A time when our large, soft, innocent eyes looked out to the world with nothing but love and curiosity. When we discovered our reflection in a mirro
To acknowledge, know, then love my own shadow, initiated the peace process for the internal war that has been ongoing since being a teenager. When we treat aspects of ourselves as less than, broken, wrong, or different, we do not live in harmony and

All Works ©KyleKesterson 2017|  Please ask permission before using any content from this site