

Uncage Yourself
Matt Doan
Uncage Yourself is about building a career and life on your terms.
Most high-achievers are stuck in the Corporate Cage — where work drains their energy and crowds out real life.
The smart path out? Corporate Graduation™: turn your job into a tool, reclaim your time, and build a premium online business that sets you free.
This show guides you from Caged to Uncaged.
Host Matt Doan shares raw stories and bold strategies to help you create income, freedom, and impact—without blowing up your life.
Most high-achievers are stuck in the Corporate Cage — where work drains their energy and crowds out real life.
The smart path out? Corporate Graduation™: turn your job into a tool, reclaim your time, and build a premium online business that sets you free.
This show guides you from Caged to Uncaged.
Host Matt Doan shares raw stories and bold strategies to help you create income, freedom, and impact—without blowing up your life.
Episodes
Mentioned books

Jun 7, 2022 • 14min
41: Optimizing for Freedom
What are you optimizing for? In other words, what are you trying to generate more of in your life? Most people have superficial answers. But dig deep, and you'll find what they want: some version of freedom. This episode introduces a framework for creating freedom, professionally and personally.
Learn strategies and tactics for Uncaging yourself: try Wednesday Wisdom.
***
TIMESTAMPS
02:41 Freedom is a feeling
04:46 Intro to Freedom Framework
05:04 Time Freedom
06:52 Financial Freedom
08:25 Relationship Freedom
10:09 Purpose Freedom
11:00 Health Freedom
11:30 Putting it all together
***
TAKEAWAYS
1. Time Freedom: Conserve hours (and energy). Consciously direct those gains toward your chosen high-value activities (work and otherwise).
2. Financial Freedom: Maximize corporate utility for least effort. Diversify income streams. Systematically funnel gains toward wealth-generating assets.
3. Relationship Freedom: Graduate from “old you” relationships. Surround yourself with people and ideas that inspire, uplift, and scare you (shocking you out of your comfort zone).
4. Purpose Freedom: Cultivate “meaning” in your life in areas that resonate with you. It doesn’t have to be professional (e.g., might be parenting). Note: don’t expect corporate to deliver this for you.
5. Health Freedom: Ensure a healthy mind and body that keeps you high-functioning and energized for decades.
***
RESOURCES
Live Uncaged: try the Wednesday Wisdom newsletter
Connect w/ Matt on LinkedIn
Follow on Twitter @MatthewRDoan
Check the show on YouTube
Related episodes: Creating Time Freedom at Work (#38), Mastering the Bookends of Your Day (#40)

May 24, 2022 • 22min
40: Mastering the Bookends of Your Day
Do you believe in self-destiny? Well, then you'd better master your days. This is a practical and actionable episode focused on controlling the bookends of your day: morning and night. This is where you unlock freedom.
Learn strategies and tactics for Uncaging yourself. Try Wednesday Wisdom.
***
TIMESTAMPS
02:58 Why your bookends matter
04:18 Strategies for managing energy (not time)
10:51 Prioritize mornings or nights?
12:58 Morning rituals + deep work
15:03 Keeping corporate at bay
15:32 Graceful evenings
18:01 Closing your day
19:31 You can’t afford to push back
***
TAKEAWAYS
1. Your bookends (AM and PM) are when you typically have the most control.
2. Early morning is the most critical time for anyone, whether you wake up at 5am or 9am. You must design your mornings with intention.
3. Outside of your 9-5, learn to do two forms of work: rituals and project-focused deep work (efforts that "move the needle" on your freedom).
4. Shutdown routines and related strategies help you compartmentalize how you spend time and ensure presence (e.g., when around family).
5. Optimize your evenings for calm, time with loved ones, next-day clarity, and excellent sleep.
***
RESOURCES
Live Uncaged: try the Wednesday Wisdom newsletter
Connect w/ Matt on LinkedIn
Follow on Twitter @MatthewRDoan
Check the show on YouTube
Related episodes: Creating Time Freedom at Work (#38)
Suggested books (summaries): Deep Work (Cal Newport), Why We Sleep (Matthew Walker)

May 17, 2022 • 15min
39: Should You Side Hustle?
The universe is speaking: start your side hustle. Everyone's doing it, right? Actually, let's pause and rethink that.
Not everyone should ignite this "parallel path" outside of their corporate career. Listen to this episode to help you understand if side-hustling is right for you.
***
TAKEAWAYS
1. Know the difference between "investments" and "side hustles."
2. Side-hustling requires you to adopt a business owner mindset.
3. Following your passion isn't what makes a side hustle effective.
4. You'd better make sure it gives you energy.
5. Shifts in the global economy make side-hustling a "high upside, low downside" bet if you play the long game.
***
RESOURCES
Live Uncaged: try the Wednesday Wisdom newsletter
Connect w/ Matt on LinkedIn
Follow on Twitter @MatthewRDoan
Check the show on YouTube

May 10, 2022 • 21min
38: Creating Time Freedom at Work
Default thinking says, "I just need to suck it up at work." That's nonsense. You can take control of your corporate job and create Time Freedom — right where you are.
Learn the biological reasons why we feel overrun at work, plus 3 strategies (plus tactics) for creating Time Freedom.
Break free of the Corporate Cage: join the Uncaged Academy.
***
TIMESTAMPS
03:03 The Time Freedom mindset
03:53 That caged feeling
04:45 Why work overtakes us
07:00 How Henry Ford screwed us
09:30 Freedom framework (5 types)
10:19 Intro: 3 strategies for Time Freedom
10:36 ONE: Know thyself
12:19 TWO: Learn their game
14:57 THREE: Design your game
18:36 Recap
***
TAKEAWAYS
1. You don't "find" time; you must create it.
2. Freedom is what you're born with. It's also a choice. Choose it, and then begin to manifest it.
3. Within corporate, must adopt an "outcomes over hours" mindset.
4. Understand your personal Point of Diminishing Returns at work.
5. Much of the upfront work involves identifying and confronting your limiting beliefs.
***
RESOURCES
Join the Uncaged Academy (cohort-based course)
Subscribe to the Wednesday Wisdom newsletter
Connect w/ Matt on LinkedIn
Follow on Twitter @MatthewRDoan
Check the show on YouTube
Related episodes: Outcomes Over Hours (#35)

Apr 26, 2022 • 14min
37: Should I Choose Safety or Passion?
What path should you take? The Safe Path is predictable and comfortable. But then there's the Passion Path, where you know you'll encounter a life of adventure and excitement. This question applies equally to life and career.
Listen up to discover a mental model for approaching safety vs. passion.
Break free of the Corporate Cage: join the Uncaged Academy.
***
TIMESTAMPS
02:35 A question of two paths
04:28 Contemplating passion
05:39 Truly, what is safety?
07:00 Too much safety = masochism
07:22 A framework for action
11:29 Recap of big ideas
***
TAKEAWAYS
1. Starting down the Safety Path gets a relevant foothold early on. But soon enough, you'll wrestle with a burning desire for passion.
2. We're never really safe if we feel continually terrible in the process.
3. Someone else's Plan A is inevitably your Plan B
4. Understand your personal Law of Diminishing Returns — the point at which it no longer makes sense to go "above and beyond" at work.
5. Use regret as a forecasting tool — think forward to your deathbed. What anticipated insights can you pull from the future to the present?
***
RESOURCES
Join the Uncaged Academy (cohort-based course)
Subscribe to the Wednesday Wisdom newsletter
Connect w/ Matt on LinkedIn
Follow on Twitter @MatthewRDoan
Check the show on YouTube
Related episodes: Escaping the Matrix (#23)

Apr 19, 2022 • 31min
36: My Journey in Leaving Corporate
This is a personal and emotional episode. In the months leading up to quitting corporate in March 2022, I recorded my thoughts and feelings. This episode is a compilation of those recordings — a personal journal, if you will.
I discuss why I needed to make the leap, including the strategy and mindset that made it possible. I hope it helps you identify the “leaps” worth making in your life.
Ready to take ownership of your career and life? I’ve got something next-level for you: the Uncaged Academy.
***
TIMESTAMPS
01:35 90 DAYS out from resignation
05:58 60 DAYS out from resignation
09:14 People stuck in their Matrix
11:20 Leaving corporate as a forcing function for growth
13:55 Anticipation (visualization) of Freedom Day
14:38 30 DAYS out from resignation
15:48 Readying to lose my “guaranteed” paycheck
19:01 Feeling “alive” as I’ve cultivated my passion
21:20 7 DAYS out from resignation
24:16 Default Path vs. Pathless Path (Paul Millerd)
26:33 Resignation (Freedom) day
28:02 I resigned from corporate!
***
TAKEAWAYS
1. After life fell apart for me, I took control of my corporate situation over recent years and found ways to operate on my own terms.
2. Soon, I was helping others do the same, and I discovered the seeds of a new entrepreneurial business.
3. COVID allowed me to experiment and lay the groundwork for a post-corporate life.
4. Personally, I eventually felt it wasn’t risky to leave corporate. It was riskier to stay — living a “small” life, being undiversified, denying my burning inner purpose.
5. I realized I could model out my net worth, free time, etc. in corporate for decades ahead. That “cap” scared me. I’d rather have uncapped potential.
6. Imposterism (imposter syndrome) took hold early on as I contemplated entrepreneurial life. I had to train my mind to welcome the shift as a worthy fear.
7. Leaving the corporate “safety net” became a forcing function for me to become who I’m capable of being.
8. I had to get comfortable with not having a rigid plan or “ideal results” before taking the leap.
9. I worked with my coach to execute a strategic, well-planned exit from corporate. I wasn’t going to leave my family (including wife and 4 kids) in a tough situation.
10. With massive moves in life (e.g., buying a house, having a kid, starting a business), the timing just has to be “good enough.” It’ll never be perfect. Trust yourself.
***
RESOURCES
Join the Uncaged Academy (cohort-based course)
Subscribe to the Wednesday Wisdom newsletter
Connect w/ Matt on LinkedIn
Follow on Twitter @MatthewRDoan
Check the show on YouTube
Related episodes: Self-Reliance (#17), Imposter Syndrome (#30)

Apr 12, 2022 • 18min
35: Outcomes Over Hours
We're still battling remnants from the Industrial Age. One of the most notorious (and life-limiting) features is the standard workweek, including the cultural pressures to operate in a "standard" way.
Matt argues that one of the keys to time freedom is to let go of the "participation points" mentality where we show up to every meeting and take on an immense workload. The solution? Focus on outcomes, not hours.
***
TIMESTAMPS
02:23 Topical overview
03:00 Battling an antiquated belief system
05:42 Negative effects of "playing their game"
07:40 Establishing a contract (with yourself & others)
11:10 Five steps to implement "outcomes over hours"
***
TAKEAWAYS
1. The traditional workweek is antiquated, and if you fall victim to its trappings, you're trading off a lot for very little in return.
2. At performance review time, no one talks about the hours you put in — they analyze the "impactful" outcomes you delivered.
3. Choosing "outcomes over hours" is a philosophy for valuing your time — being hyper-efficient with how you protect it at work while redirecting that conserved energy to your actual life priorities.
4. We must understand corporate jobs from a "utility" standpoint to maximize our income and opportunities while not senselessly going "above and beyond" because of peer pressure.
5. Identify the core outcomes you must deliver and ruthlessly adjust your calendar and habits to deliver on these.
***
RESOURCES
Subscribe to the Wednesday Wisdom newsletter
Connect w/ Matt on LinkedIn
Follow on Twitter @MatthewRDoan
Check the show on YouTube

Apr 5, 2022 • 11min
34: Welcome to Uncage Yourself (Rebrand)
In this episode, Matt announces the rebrand of his podcast (formerly The Rising Digital Leader). In line with his new entrepreneurial mission, Matt describes the rationale for rebranding the show. He discusses his professional journey since COVID began, what he learned in the process, and what his personal reasons were for saying goodbye to corporate.
Ready to live Uncaged? Download your Freedom Guide.
Full show notes & resources: uncageyourself.fm
***
TAKEAWAYS
1. Immense power in taking hear-aligned, messy action
2. Playing the same corporate games as everyone else can put life into a tailspin
3. Rather than succumb to the Corporate Cage, we can choose to live Uncaged
4. Multiples types of freedom that we should aim for: Time, Financial, Purpose, Relationships, Health
5. Matt is igniting an ambitious movement: to "uncage" 100K people by 2025
***
RESOURCES
Subscribe to the Wednesday Wisdom newsletter
Connect w/ Matt on LinkedIn
Follow on Twitter @MatthewRDoan
Check the show on YouTube

Apr 4, 2022 • 2min
Trailer: Uncage Yourself
Uncage Yourself explores how to build a career and life on your terms.
Many people are trapped in the Corporate Cage — a dangerous position where work dominates their days and personal lives. But it doesn’t have to be this way. You can direct your corporate experience and unlock a life of freedom, right where you are.
This show is about your transformation: from Caged to Uncaged. Your host, Matt Doan, brings forward the guests, stories, strategies, and tactics to make it happen.
Full show notes & resources: uncageyourself.fm
***
RESOURCES
Subscribe to the Wednesday Wisdom newsletter
Connect w/ Matt on LinkedIn
Follow on Twitter @MatthewRDoan
Check the show on YouTube
***NOTE: This show was formerly known as The Rising Digital Leader***

Feb 28, 2022 • 46min
33: Maurice Philogene - The Freedom Fighter
Maurice Philogene lives a robust life, with a background as a senior executive, real estate investor, restaurant owner, traveler, public servant, philanthropist, and lifestyle design/wealth coach. We spend our time in this episode discussing his driving aim: freedom. A self-proclaimed “freedom fighter,” he highlights what he learned from the corporate world and how we can design a lifestyle that’s just dripping with our version of freedom.
Stuck in the Corporate Cage? Download your Freedom Guide.
***
TIMESTAMPS
02:16 Love of the Mediterranean
04:29 Moe’s backstory
08:07 Active work, passive income
11:23 The freedom fighter mentality
14:28 Combatting the Default Script
16:31 Maximizing utility within corporate
18:36 Intentional lifestyle design
22:56 Finding door-opening relationships
25:08 Stepping into philanthropy
28:33 Be selfish so you may be selfless
31:26 “A day in the life” with Moe
34:54 Rapid-fire questions
44:49 Closing message
***
TAKEAWAYS
1. Once you have enough money to take care of your basic needs, you see that life is not about money at all
2. The five freedom principles: financial, time, geographic, purpose, relationships
3. We are responsible for using our income, experience, and skills to create our version of happiness
4. First and foremost, determine the utility that corporate jobs offer you — then, design from there
5. Be careful fulling into "rent-a-brain" situations; figure out how to conserve time and energy to unleash your creativity
6. It's okay to be selfish...in order to become selfless
7. Seek constant movement: expose yourself to new geographies, cultures, people, ideas, and opportunities to ensure you're always expanding
8. “We feel better as a human [when] we’re accessing the Earth.”
9. Everything comes from new relationships: being around people that are doing things on "another level"
10. Creating wealth can be joyous, as that abundance enables you to give to others
***
RESOURCES
Connect w/ Maurice on LinkedIn
Connect w/ Maurice on Instagram
Maurice's investment firm: Quattro Capital
Connect w/ Matt on LinkedIn
Follow on Twitter @MatthewRDoan
Check the show on YouTube
Subscribe to the Wednesday Wisdom newsletter