All Episodes
Corporate Graduation — 180 episodes
179: Why Most Rebuild the Corporate Cage They Just Left
178: You're Sitting on 20 Years of Gold. Your Employer Owns the Vault.
177: Corporate Doesn't Employ You. It Programs You.
176: You've Never Gone Backward. Corporate Graduation Will Require It.
175: I've Watched 100s of Corporate Exits. Here's Why They Fail.
174: The Conversation We Usually Only Have With Clients (Unfiltered)
173: The Corporate Commodity Trap Nobody Talks About
172: Behind the Scenes of Making My Dent in the Universe
171: My Vision for 2026 (Founder's Notebook)
170: My Life in 2025
169: “Founders” Don’t Wait for Permission
168: Watch Your Game Film
167: Skepticism Isn’t Wisdom. It’s Fear.
166: Don’t Build a Job That’s Worse Than Your Corporate One
165: Breaking the Pattern of Deferred Freedom
164: Futureproof Yourself
163: Love Your Work. Or Pay the Price.
162: It Gets Late Fast
161: The Onlyness Edge (You Weren't Meant to Blend In)
160: Let Fear Light the Way
159: The Two Selves Gap
158: The Forgotten Phase of Leaving Corporate
157: Seek Higher Ground
156: Letting Go Is the First Investment
155: Freedom Starts With Who, Not How
154: The Job Was Never the Dream
153: Whose Dream Are You Really Building?
152: Corporate Ladders Are Quietly Collapsing
151: I Didn’t Want to Work Less — I Wanted to Feel Alive [Voice Note]
150: What Is a Premium Online Business? (And How to Build One)
149: Choosing Possibility Over Paycheck (3 Years In)
148: Hidden Tradeoffs In Moving from Corporate to Entrepreneurship [Voice Note]
147: Your Inner World Creates Your Outer World [Voice Note]
146: The Staggering Costs of Not Knowing [Voice Note]
145: Take a Hard Look At Your Trajectory
144: Will a New Income Stream Set You Free? [Voice Note]
143: How to Make Your Corporate Graduation Inevitable With Forcing Functions [Voice Note]
142: Can You Skip the Inner Work and Succeed as an Entrepreneur? [Voice Note]
141: The End of Employment As We Know It
140: Top 15 Corporate Graduation Lessons of 2024
139: I Was the Ceiling
138: Separating From the Crowd
137: Recapping Our First Retreat
136: Anti-Commodity
135: Engineer Your Beliefs, Engineer Your Future
134: The Deceptive Allure of Self-Transformation
133: Unpopular Truths of Going Corporate to Entrepreneur
132: Space Is the Place (Where Miracles Happen)
131: Leaving "Safety" (My Wild Journey)
130: Entrepreneurship Is No Longer Optional For You
129: Family, Freedom, Fortune
128: From Cubicle to Catamaran (Inspiring My Kids)
127: The Golden Cage Illusion
126: Invisible to Indispensable (Your Entrepreneurial Awakening)
125: Removing Friction to Accelerate Entrepreneurial Success
124: Success in Reverse
123: Don’t Self-Sabotage Your Entrepreneurial Dream
122: Resumes to Riches
121: The Shadows Our Loved Ones See
120: Your Freedom Vehicle (Beyond Corporate)
119: The Riskiest Choice of All
118: My Top Lessons in Graduating Corporate Life
117: Make Your Employer Your Investor
116: Letting Go of What No Longer Serves You
115: Your Genius Defies Logic
114: Magnetic Match (Your Key to Business Success)
113: Building Uncaged 2.0
112: "Work" Half, Double Your Impact (The Double Count Time System)
111: The Exponential Career
110: Centralize Your Genius
109: Your Future Self Is Begging You to Act
108: Turn Your Faith Inward
107: Brutally Honest Reflections Since Leaving Corporate
106: Filling That Professional Hole in Your Heart
105: End the Paralysis & Go Build Something You Own
104: Design Your Personal Category
103: Million-Dollar Months (3 Lessons from a World-Class Mastermind)
102: [The Dad Edge] Breaking Free of the Corporate Cage
101: What to Do When You’re “Done” With Your Career Path
100: Hitting the Century Mark With the Podcast
99: Smartly Navigating from Corporate to Entrepreneurship (Tech Careers & Money Talk)
98: Activating Mindful FIRE with Adam Coelho
97: What Everyone Misses in Creating Personal Freedom
96: Delusional Minds Chase Passive Income
95: How to Put Corporate on Autopilot
94: [HITS] The "Employee" Is Dead
93: Bravely Stepping Out of Your Cage
92: [HITS] You Need Skin in the Game
91: [HITS] Should I Choose Safety or Passion?
90: Using Corporate as Rocket Fuel
89: Building Your Corporate Offramp
88: [HITS] Mike Gardon - Investment In Loss
87: Corporate Sellouts - Post-COVID Corporate Life
86: The Real Costs of Burnout
85: 15 Reasons You’re Stuck in the Rat Race
84: What Are You Still Tolerating?
83: Corporate Countermeasures
82: Goal Activation (Your Missing Ingredient)
81: [HITS] Paul Millerd - Awakening From the Default Path
80: Invisible Progress
79: Play the Game (So You No Longer Have To)
78: Doing Corporate Detached
77: Hybrid Entrepreneurship
76: Mastering the Game of Incentives
75: Escape Velocity
74: Don't "401k" Your Life Away
73: Amp It Up
72: Getting Out of Your Own Way
71: Be Grateful in Advance
70: Strategic Ignorance
69: Engineer Your 9-5 for Freedom
68: Invisible Scripts That Run Your Life
67: Addition by Subtraction
66: Entrepreneurship Is the Most Brutal (And Effective) Way to Discover Yourself
65: Reflections from 2022
64: Convert Your Job Into a Utility
63: Billy Keels - Leveraging Corporate for Your Dream Life
62: You Need Skin in the Game
61: Don’t Take Your Gifts to the Grave
60: Mike Gardon - Investment In Loss
59: Tara Horstmeyer - Ghostwrite Your Life
58: Tony Albrecht - In The Creative Arena
57: The "Employee" Is Dead
56: Paige West - Millennial & Gen Z Workforces Collide
55: Andy Storch - The Ownership Mindset
54: Dennis Geelen - The Accidental Solopreneur
53: Paul Millerd - Awakening From the Default Path
52: The Impact of Quiet Quitting
51: The Power of Regret
50: Introducing Uncaged Academy (Cohort-Based Course)
49: [REPLAY] Should You Side Hustle?
48: Timely vs. Timeless Skills
47: Brutal Lies You’re Told About Work
46: Mental Health at Work (w/ Tim Perreira)
45: Kason Morris - Designing Your Bespoke Career
44: Rules of Engagement for Your 9-5
43: The Life-First Approach (w/ Paul Conley)
42: William Willis - The Uncaged Creator
41: Optimizing for Freedom
40: Mastering the Bookends of Your Day
39: Should You Side Hustle?
38: Creating Time Freedom at Work
37: Should I Choose Safety or Passion?
36: My Journey in Leaving Corporate
35: Outcomes Over Hours
34: Welcome to Uncage Yourself (Rebrand)
Trailer: Uncage Yourself
33: Maurice Philogene - The Freedom Fighter
32: The Life of a Rat Racer
31: Sana A Ahmed - Unleashing Your Inner Monster
30: A Fresh Take on Imposter Syndrome
29: Extreme Time Ownership
28: Jason Rosselot: Creating Value at the Seams
27: The Corporate Cage
26: Lessons From 2021
25: Mark Freeman - Career Success Powered by Community
24: Chris Cochran - Thriving as a Creator in the Web3 Era
23: Escaping the Matrix & Seizing Control of Your Career
22: Elayna Snyder - Channeling Your Individuality
21: Shiv Singh - Your Why Is the Way
20: Ben Dundee - Human-Centered Data Leadership
19: You Don’t Need an MBA
18: How Technology Changes Us
17: Self-Reliance
16: Entering the “Organizational Politics” Arena
15: Weaponizing Writing for Career Advancement
14: Great Leaders Harness Their Dark Side
13: Mike McGill - Stoic Philosophy for Digital Leaders
12: Crafting a Personal Brand in Tech
11: Capitalizing on the Creator Economy
10: Lori Zukin - The Coaching Mindset
9: The Day We Almost Lost Him
8: Your Curation Superpower
7: Simone Petrella - Embracing the Education Revolution
6: Rethink Credentials and Stop Messing with Gatekeepers
5: Alexandra Heckler - The Ecosystem Approach to Digital Leadership
4: Jamie Miller - Multiply Your Impact
3: Your Digital Career Navigation System
2: Andrea Little Limbago - Leading at the Intersection of Human & Tech
1: Definition + Your Window of Opportunity