Listen "41: Optimizing for Freedom"
Episode Synopsis
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.
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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
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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)
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)
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169: “Founders” Don’t Wait for Permission
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168: Watch Your Game Film
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167: Skepticism Isn’t Wisdom. It’s Fear.
04/11/2025
164: Futureproof Yourself
30/09/2025
163: Love Your Work. Or Pay the Price.
16/09/2025
162: It Gets Late Fast
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