What if the biggest risk in your business isn’t moving forward — it’s staying exactly where you are?
In this rich conversation on Leveraging Success, Jeff Gerhardt sits down with Josh Doyle — co-founder of Uncharted Adventures, host of the No Longer Nomads podcast, and son of Tom Doyle.
Together they explore the real challenges of scaling a business beyond bootstrapping: defining clear roles with a business partner, navigating different risk tolerances, hiring your first team members, and stepping into your natural gifting instead of grinding in areas that drain you. Josh shares openly about the tension of long sales cycles, geopolitical disruptions in the Middle East, and the decision of when to bring on help to go further faster.
Jeff coaches Josh live through vision casting, the “Who Not How” mindset, and creating a compelling picture for his brother Tommy. They also talk about the life-changing power of trips to Israel and invite listeners to join an upcoming 10-day journey with Tom Doyle this October.
If you’re a business owner or leader feeling the tension between current capacity and future growth, this episode is packed with practical wisdom.
In This Episode:
[00:00] Episode Intro: Scaling Beyond Bootstrapping with Josh Doyle
[03:10] Uncharted Adventures – Navigating Growth, Roles & Geopolitical Challenges
[07:20] Defining Roles Between Brothers – Operations, Finance, Client Success & Vision Casting
[11:50] The Real Cost of Staying the Same vs. The Risk of Hiring
[16:30] Vision Casting Exercise – What Does Success Look Like One Year From Now?
[22:40] The Gap Between Current Reality and Future Vision
[27:10] Processing Risk with a Business Partner Who Sees It Differently
[32:50] Who Not How, Rocket Fuel & Multiplying Through People & Systems
[38:20] Operating in Your Natural Gifting Instead of Grinding
[43:10] The Life-Changing Power of Israel Trips & Upcoming October Journey
[48:30] Closing Prayer & Final Thoughts (total runtime: 52:50)
Our Guest
Josh Doyle is the co-founder of Uncharted Adventures, a company he launched with his brother Tommy in 2020 that organizes transformative trips to Israel, Greece, Turkey, Saudi Arabia, and beyond. He is also the host of the No Longer Nomads podcast. As the son of Tom Doyle, Josh brings a unique passion for helping people experience the Bible and the Middle East in powerful, life-changing ways.
Notable Quotes
“What if the biggest risk in your business isn’t moving forward — it’s staying exactly where you are?” – Jeff Gerhardt
“We’re acclimated to our existing circumstances that have risk already attached to them. There’s risk in not hiring just as much as there is in hiring.” – Jeff Gerhardt
“Leaders times people times enterprise is a multiplier you simply can’t get on your own.” – Jeff Gerhardt
“I want to operate in my natural gifting and not spend my day doing things that drain me.” – Josh Doyle
“The best time to plant a tree was 20 years ago. The second best time is today.” – Jeff Gerhardt
Resources & Links
Josh Doyle
LinkedIn: https://www.linkedin.com/in/josh-doyle-9580b6a2/
Uncharted Adventures: https://unchartedadventures.co/about/
Uncharted Ministries: https://unchartedministries.com/about-us/
Jeff Gerhardt
https://www.linkedin.com/in/jeffgerhardt/
Resources
https://unchartedadventures.co/priorityliving/
Uncharted Adventures – https://unchartedadventures.com
No Longer Nomads Podcast – Hosted by Josh Doyle
The Master’s Program – https://mastersprogram.org/
Leveraging Success Podcast – https://www.leveragingsuccesspodcast.com
Life Balance Assessment – https://lba.priorityliving.org/
#UnchartedAdventures #BusinessGrowth #ScalingABusiness #WhoNotHow #KingdomBusiness #IsraelTrip #LeadershipPartnership #RiskAndFaith #NaturalGifting #LeveragingSuccess #PodcastEpisode #MiddleEastTravel
