Whether you're getting started or ready to go deeper, Jon has a Flight Plan that’s right for you. Explore them now.

It's both an ecosystem and choose-your-own-adventure system to build your business.
Some people are starting from scratch, finally ready to build and launch the business they've been dreaming about.
Others are seeking and needing community and accountability to keep moving forward.
And others are ready for a tight-knit squadron with weekly access to Jon.
Wherever you are, there's a runway for you.
Go from "I've always wanted to start a business" to "I own a business" in 90 days.
You've been talking about starting a business for years. But The Liar and fear keep you grounded.
Take Flight is a step-by-step flight plan to finally launch your business, legally formed, actually started, and cleared for takeoff. You'll master the fear that's kept you grounded, expose The Liar that keeps your dream hidden and grounded and become a Fear Boss, and choose a business that fits your life, build the foundation, and get your first customers.
This is Jon’s foundational battle-tested system… taught by the man who has built 7-figure businesses and earned the right to be called a Fear Boss.
Face the fear, get your mind right, commit for real
Choose your business, validate the idea, decide
Form the business, build the foundation, make it
Go to market, get customers, face rejection and keep moving


You don't have to build alone.
Starting a business that matters is hard.
Staying in motion is harder. Especially, when you're trying to do it alone.
Fear Boss Nation is the community that keeps you moving.
Monthly coaching calls with Jon, a private group of people on the same mission, accountability to your peers, and a growing library of resources.
The Fear Boss Nation will become your allies, a committed and driven community of peers who show up, share wins, ask questions, and refuse to let each other quit.
What's Inside:
Monthly live coaching call with Jon (first Tuesday of the month, 6:30 PM MST)
Private community access via WhatsApp
Growing content library (call recordings, bonus trainings, mini-courses)
Accountability and check-ins
Direct access to Jon while the Nation is growing
Investment: $47/month
For Take Flight Graduates:
Complete the Take Flight course and get 3 months FREE Fear Boss Nation membership. Experience the community, attend the calls, and see if it's right for you — on us.

Weekly Access. Exclusive Networking. Nowhere to Hide.
Welcome to the Wingman Inner Circle.
This WEEKLY mastermind is for entrepreneurs who are already in flight and want to go faster.
The Wingman Inner Circle is exclusive – a small, curated room of serious people. In this weekly mastermind you will get calls with Jon, direct access between calls, accountability with teeth.
You'll be surrounded by peers who match your ambition and support your growth. The Wingman Inner Circle is NOT a social group. We are your squadron, your Fear Boss unit, led by a commander and mentor with decades of real-world experience. And you'll have a room you can't hide in.
The Wingman Inner Circle isn't open enrollment.
Jon personally reviews every application to protect the room.
Currently building our founding members cohort.



Maybe you're not sure which program fits, or you have a specific situation that needs personal attention. Maybe you just want to hear Jon's take before you decide.
Book a Ready Room call. No pressure. No pitch. Just a conversation to figure out if Fear Boss is right for you and which Flight Plan makes the most sense.
Fear is a tool of The Liar. And it's kept you grounded long enough.
Whether you're ready to launch, looking for community, or want to go all-in, Fear Boss has a plan and path forward for you.
Pick yours and fly.
We are experts in helping people achieve their dreams through knowledge, experience, and courage. It’s never too late to fulfill your life’s purpose! Just learn to get past the fear.
© 2026 FEARBOSS. All rights reserved. Privacy Policy | Terms of Service