

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

Aug 23, 2022 • 15min
51: The Power of Regret
"No regrets." You've seen it tattooed on arms and in song lyrics. Enough — let's stop trying to suppress this natural human emotion. Instead, let's learn to harness it for our advantage in work and life.
Apply the power of regret. See our cohort course: Uncaged Academy.
Show website: UncageYourself.FM
***
TIMESTAMPS
02:15 Framing
02:36 How we view regret
04:47 Types of regret
09:33 A strategy for using regret
12:24 How Matt uses regret to his advantage
***
TAKEAWAYS
1. Per the American Regret Study, 82% of adults experience regret — spanning a wide range of domains of life (family, career, education, finances, health, etc.).
2. Four types of regrets: Foundation, Boldness, Moral, and Connection.
3. Why regret matters: stability, growth, goodness, love.
4. Regret is a valuable emotion — it's telling you something. Learn to harness it.
5. Strategy for harnessing it: (1) Learn from PAST regrets, (2) anticipate FUTURE regrets, (3) apply that knowledge in the PRESENT.
***
RESOURCES
Book: The Power of Regret (Daniel Pink)
Top 5 Regrets of the Dying (Bronnie Ware)
Go deep: try the Uncaged Secrets newsletter
Connect w/ Matt on LinkedIn
Follow on Twitter @MatthewRDoan
Check the show on YouTube

Aug 16, 2022 • 10min
50: Introducing Uncaged Academy (Cohort-Based Course)
Think back to those one-way college lectures or those on-demand courses you've taken. Did you really transform as a person? No.
That's why I'm proud to introduce Uncaged Academy to you. It's an immersive, cohort-style approach to learning that focuses on community (friends), accountability, and rapid transformation. With our first cohort in the books, I'm excited to discuss the future of this unique program with you.
Make corporate work for YOU. Apply for our cohort course: Uncaged Academy.
Show website: UncageYourself.FM
***
TAKEAWAYS
1. The Education Technology (EdTech) realm is rapidly changing the modern learning experience.
2. You no longer need to give years of your life (or extreme amounts of money) to improve your mindset, skillset, or career trajectory.
3. Uncaged Academy helps you (a) design your 9-5 experience in a way that (b) unlocks the life you really want.
4. While still in corporate, you can create more freedom: Financial, Time, Purpose, Relationships, Health.
5. This course is for high-performing mid-career professionals who feel "stuck" and want something more out of their lives.
***
RESOURCES
Go deep: try the Uncaged Secrets newsletter
Connect w/ Matt on LinkedIn
Follow on Twitter @MatthewRDoan
Check the show on YouTube

Aug 9, 2022 • 15min
49: [REPLAY] 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.
Make corporate work for YOU. Apply for our cohort course: Uncaged Academy.
Show website: UncageYourself.FM
***
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
Go deep: try the Uncaged Secrets newsletter
Connect w/ Matt on LinkedIn
Follow on Twitter @MatthewRDoan
Check the show on YouTube

Aug 2, 2022 • 9min
48: Timely vs. Timeless Skills
Look around and you'll see people chasing "in-demand" skills and credentials. It's like they're on a hamster wheel. But others seem calmer, in possession of enduring skills that always keep them ahead. This is the difference between Timely and Timeless skills. Which are you fixated on?
Make corporate work for YOU. Apply for our cohort course: Uncaged Academy.
Show website: UncageYourself.FM
***
TAKEAWAYS
1. Are you choosing to build skills that legitimately interest you? This matters if you want to maintain energy for decades.
2. Be clear on where the "crowd" is going. Go the opposite way.
3. Timely skills have a short shelf life (usually 2-4 years).
4. Timeless skills (e.g., psychology, persuasion, copywriting) endure no matter the time or context.
5. Build Timeless skills to ensure you're always ahead and relevant, even as our digital world rapidly changes.
***
RESOURCES
Connect w/ Matt on LinkedIn
Follow on Twitter @MatthewRDoan
Check the show on YouTube
Live Uncaged: try the Wednesday Wisdom newsletter

Jul 26, 2022 • 15min
47: Brutal Lies You’re Told About Work
Several years of being in corporate will teach you certain beliefs and worldviews about what a "successful" life looks like. We can't fall victim to these dangerous ideas. So, in this episode, we shed light on 7 brutal lies you're told about work. Enjoy.
Want to create Time Freedom at work? Here's your guide.
Show website: UncageYourself.FM
***
TIMESTAMPS
02:26 We've all been conditioned
02:45 Shaping your role like an executive
04:43 How to handle nosy bosses
05:56 Dangers of single-source income
07:24 Paralyzed by corporate overlords
09:10 Monetizing your skills outside the 9-5
10:42 There is no "company time"
12:03 Sorry, you aren't special
***
TAKEAWAYS
1. Essential life skill: identifying and unlearning your fixed beliefs.
2. You must exert your agency at work. Set your terms and you'll learn what's possible.
3. Mange up by learning the values, incentives, and pains of those people senior to you.
4. Diversify and stack your income streams. Not only is it financially smart, but you'll grow by leaps and bounds.
5. You have a personal brand, whether you like it or not. Will you keep it small (caged)? Or go big?
6. Make yourself recession-proof by embracing and going all-in on your unique ability.
***
RESOURCES
Connect w/ Matt on LinkedIn
Follow on Twitter @MatthewRDoan
Check the show on YouTube
Live Uncaged: try the Wednesday Wisdom newsletter

Jul 19, 2022 • 34min
46: Mental Health at Work (w/ Tim Perreira)
I joined mental health expert Tim Perreira as a guest on his show, Tuesdays With Tim. This is a recast of that session. We cover why modern work makes us feel caged, plus some psychological and physical health strategies for taking control of your work situation (and life).
Want to create Time Freedom at work? Here's your guide.
Show website: UncageYourself.FM
***
TIMESTAMPS
02:55 Thumbnail of Matt's life
04:55 Experiments with entrepreneurship
06:07 Should you leave corporate?
07:36 "Corporate Cage" defined
09:02 Root issue: externalizing control
11:03 4 phases to the Uncaged transformation
14:23 Step one: stop the bleeding
16:30 Unraveling destructive conditioning
19:45 Typical crappy answer to "what do you want?"
20:29 Indicators that you're caged
22:44 Inside-Out approach to life
24:25 Breaking free of "work = identity"
25:25 Your desires are not your own
27:36 Self-Realization Theory (to feel content)
28:39 Tearing down "authenticity"
31:00 Harsh awakening from autopilot
***
TAKEAWAYS
1. Leaving the 9-5 isn't for most people. Choose to create freedom right where you are.
2. Shape your day based on what energizes you. This action compounds into the life you want.
3. Work-life balance isn't a thing. Treat your existence as one harmonized life. Strive for alignment.
4. Most of our pain at work stems from optional stories in our heads that we subscribe to.
5. Imagine your 10X bigger life to leapfrog commonplace (2X) tactics to an incrementally better life.
6. "Between stimulus and response there is a space. In that space is our power to choose our response. In our response lies our growth and our freedom." — Viktor Frankl
7. Continually externalize your life vision through writing and speaking. This action programs your subconscious. Your mind is always listening, so make sure it's firing and wiring together per your design.
8. Obsessed with external motivation? You're just a shell of your potential. Instead, live Inside-Out.
9. Control the inputs to direct your outputs.
10. You have all sorts of control you don't believe you have. Design forward, take aligned action.
***
RESOURCES
Connect w/ Tim on LinkedIn
PER Wellness
Connect w/ Matt on LinkedIn
Follow on Twitter @MatthewRDoan
Check the show on YouTube
Live Uncaged: try the Wednesday Wisdom newsletter

Jul 12, 2022 • 40min
45: Kason Morris - Designing Your Bespoke Career
Kason Morris is a master of reinvention. He's already redesigned his career six times across five sectors, strategically leveling up his skills in the process. Kason has decades of experience as a learning and development executive in big tech while also serving as a career and lifestyle coach. Here, we talk about design thinking as a principle, the importance of self-reliance, and specific strategies for operating within corporate on your terms.
Want to create Time Freedom at work? Here's your guide.
Show website: UncageYourself.FM
***
TIMESTAMPS
02:57 Career is a design problem
04:50 Kason's life phases & childhood influences
06:39 Building your experimental mindset
09:55 The most underrated life skill
12:03 Applying design thinking to pivot in life
15:07 Exerting your agency at work
20:55 Entrepreneurship while in your 9-5
24:50 Timely vs. timeless skills
29:21 Best & worst advice
33:46 One law for everyone to follow
34:44 If Kason was starting his career now
37:48 Closing message
***
TAKEAWAYS
1. Money, meaning, and expression are three levers for harmonizing work and life.
2. Take control of your work environment: influence with and without authority.
3. Build a portfolio career by diversifying your interests and experiences over time.
4. We must take agency in how we approach work and lifestyle.
5. Balance internal and external drivers to maximize your growth in the world.
6. Decipher your "work" and "life" views; strive to harmonize them as much as possible.
7. Approach work like a playground, not a ladder.
8. "Dream careers are not landed, they're created."
9. A single-lane road creates no life options.
10. Most (timely) skills employers are for will be half as impactful within 4 years. Get off the skill-building "treadmill" with timeless (power) skills.
11. "Learning how to learn" is life's meta-skill. Spend time finding your method for this.
12. Relationships are the greatest career (and life) accelerator. Go wide, stay curious.
***
RESOURCES
Connect w/ Kason on LinkedIn
Live Uncaged: try the Wednesday Wisdom newsletter
Explore transformational coaching w/ Matt
Connect w/ Matt on LinkedIn
Follow on Twitter @MatthewRDoan
Check the show on YouTube

Jul 5, 2022 • 14min
44: Rules of Engagement for Your 9-5
It’s easy to show up to a new role or company and wait for them to hand you work.
It’s hard to walk into an environment and shape your experience.
But it’s the latter approach that’s going to generate the most rewarding outcomes — for you and the organization. This episode lays out a strategy for creating your own Rules of Engagement, including my "top 5" battle-tested rules.
Weekly newsletter for Uncaging yourself: Wednesday Wisdom
Show website: UncageYourself.FM
***
TAKEAWAYS
1. Know yourself
2. Shape your role
3. Fixate on incentives and outcomes
4. Control high-energy zones
5. Establish bright lines
***
RESOURCES
Set up a discovery call for coaching with Matt
Live Uncaged: try the Wednesday Wisdom newsletter
Connect w/ Matt on LinkedIn
Follow on Twitter @MatthewRDoan
Check the show on YouTube

Jun 28, 2022 • 34min
43: The Life-First Approach (w/ Paul Conley)
Work-Life Balance is BS. It's a misguided concept that leaves people with regret and untapped potential. Friend and fellow coach Paul Conley joins me to dive into this "balance" myth and other strategies that keep people from living their fullest lives.
Weekly newsletter for Uncaging yourself: Wednesday Wisdom
Show website: UncageYourself.FM
***
TIMESTAMPS
02:34 Paul's focus
05:22 The myth of Work-Life Balance
08:51 Should we seek meaning (purpose) at work?
12:17 The (anti?) benefits of fitting in
16:14 Choosing Our Work vs. Corporate Work
20:25 Implementing "life-first" tactics
31:14 Maximizing your time on Earth
***
TAKEAWAYS
1. When you put life ahead of work, everyone else improves.
2. Seek abundance, not balance.
3. Someone else's Plan A is inevitably your Plan B.
4. Authenticity strategy: emulate, don't imitate.
5. Life hack: have fun every day.
6. You have immense control over your 9-5 experience, but people rarely implement their own designs.
7. You can feel (be) free wherever you are. The choice is yours.
8. Be (the right type of) Selfish so that you may be Selfless.
9. Stop saying, "I don't have time." We all have the same 24 hours. Make better choices.
10. You deserve your dream life. It's not only possible; it's probable (with the right designs).
***
RESOURCES
Connect w/ Paul on LinkedIn
Paul's Life-Work Balance Podcast
Live Uncaged: try the Wednesday Wisdom newsletter
Connect w/ Matt on LinkedIn
Follow on Twitter @MatthewRDoan
Check the show on YouTube

Jun 21, 2022 • 1h
42: William Willis - The Uncaged Creator
Creativity isn't just some abstract topic for artists. Think beyond the "in-demand skills" of today and learn how to build creative muscles that unlock a better life for you. William Willis (aka The Prolific Creator) joins us to share his transformative story (flowing between big tech and a "creator" entrepreneur), plus enlightening tips for cultivating meaning and tangible rewards inside and outside of corporate.
Weekly newsletter for Uncaging yourself: try Wednesday Wisdom
Show website: UncageYourself.FM
***
TIMESTAMPS
03:04 Impact of science fiction
07:22 Wrestling with a "successful" tech career
10:56 Personal learnings from experimentation
15:37 The anti-niche approach
19:42 Identifying your golden thread (EPIC)
23:45 Cultivating your scenius
32:56 Practical creativity for those feeling "caged"
37:10 How you're capping your potential
41:01 How William is methodically designing corporate re-entry
48:44 Rapid-fire questions
56:27 Every second counts
***
TAKEAWAYS
1. There's immense power in unbounded experimentation (with no fixation on outcomes).
2. Be EPIC: [E]xplore interests, observe [P]atterns, [I]dentify common threads, and [C]urate creations.
3. We’re all born to create. The question is, "what are we supposed to create?"
4. Curate your environment (including people) to level up to where you want to be.
5. We become conditioned to value professional effectiveness and efficiency.
6. You're capping your potential if you're not flexing your creative "play" muscles.
7. You are an autonomous being in your world. Don't let others have you believe otherwise.
8. Don't spend your entire life building someone else's dreams (the graveyard is the wealthiest place in the world).
9. All you have is this moment. Don't settle. What can you do right now?
10. "A small, caged life is no way for a human being to live."
***
RESOURCES
Check out William's site: The Prolific Creator
William's Substack newsletter
Connect w/ William on LinkedIn
Follow William on Twitter
Live Uncaged: try the Wednesday Wisdom newsletter
Connect w/ Matt on LinkedIn
Follow on Twitter @MatthewRDoan
Check the show on YouTube