88: [HITS] Mike Gardon - Investment In Loss episode artwork

EPISODE · Jul 11, 2023 · 56 MIN

88: [HITS] Mike Gardon - Investment In Loss

from Corporate Graduation · host Matt Doan

The trading life nearly destroyed ⁠Mike Gardon⁠. Since stepping away, he’s obsessed with creating “life options.” At the core is the idea of “investment in loss”: to make significant changes, we often need to step backward. Today, his mission is to “break our mental constructs for what it means to make a living.” Enjoy! *** 👉 ⁠⁠⁠⁠⁠⁠⁠⁠Training: escape the Corporate Cage⁠⁠⁠⁠ 🌐 Show website: ⁠⁠⁠⁠⁠⁠⁠⁠UncageYourself.FM⁠⁠⁠⁠⁠⁠⁠⁠ *** TIMESTAMPS (00:00) Intro02:17 Ironman mentality (06:37) Compounding personal gains (09:48) Stratify your goals (12:31) Mike’s childhood → career start (17:56) Rebelling against the default path (20:06) Investment in loss (23:31) Portfolio mindset (25:34) Passion for career coaching (27:50) Mike helping his former self (33:47) Involving your family in major change (34:52) Risk mindset for personal growth (37:00) “Is what you’re pursuing big enough?” (40:02) Life options (41:50) Skin in the game (47:03) Money, time, & energy (52:30) Uncaged = ownership *** TAKEAWAYS 1. Pushing yourself with a new venture is not just about the accomplishment. It’s the person you become in the process. 2. “What’s your Ironman race?” Find the near-term thing in your life that forces your growth. 3. The entrepreneurial journey starts with a flicker inside you (an inclination) before you take tangible action. 4. The ultimate safety isn’t choosing the “right” path; it’s creating life options. 5. Portfolio mindset: make multiple concurrent bets and see what sticks. Even with the “failures,” you’ll grow tremendously. 6. Slow down (even step back) to speed up. 7. In managing the risk of major life decisions, too many remain stuck protecting what they have instead of pursuing what’s possible. 8. “Don’t tell me what you think, [show me] your portfolio.” —Nassim Nicholas Taleb 9. “Every decision is an investment decision.” You must devote appropriate money, time, and energy to the transformation you seek. 10. Choose yourself. *** RESOURCES Connect w/ Mike on LinkedIn⁠ ⁠The Break Podcast⁠ ⁠The Break Newsletter ⁠⁠⁠Connect w/ Matt on LinkedIn⁠⁠⁠ ⁠⁠⁠Follow on Twitter @Uncaged_Matt⁠⁠⁠ ⁠⁠⁠Check the show on YouTube⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠"Badass Corporate" Private Facebook Group⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠Newsletter: Uncaged Secrets⁠⁠⁠⁠⁠⁠

The trading life nearly destroyed ⁠Mike Gardon⁠. Since stepping away, he’s obsessed with creating “life options.” At the core is the idea of “investment in loss”: to make significant changes, we often need to step backward. Today, his mission is to “break our mental constructs for what it means to make a living.” Enjoy! *** 👉 ⁠⁠⁠⁠⁠⁠⁠⁠Training: escape the Corporate Cage⁠⁠⁠⁠ 🌐 Show website: ⁠⁠⁠⁠⁠⁠⁠⁠UncageYourself.FM⁠⁠⁠⁠⁠⁠⁠⁠ *** TIMESTAMPS (00:00) Intro02:17 Ironman mentality (06:37) Compounding personal gains (09:48) Stratify your goals (12:31) Mike’s childhood → career start (17:56) Rebelling against the default path (20:06) Investment in loss (23:31) Portfolio mindset (25:34) Passion for career coaching (27:50) Mike helping his former self (33:47) Involving your family in major change (34:52) Risk mindset for personal growth (37:00) “Is what you’re pursuing big enough?” (40:02) Life options (41:50) Skin in the game (47:03) Money, time, & energy (52:30) Uncaged = ownership *** TAKEAWAYS 1. Pushing yourself with a new venture is not just about the accomplishment. It’s the person you become in the process. 2. “What’s your Ironman race?” Find the near-term thing in your life that forces your growth. 3. The entrepreneurial journey starts with a flicker inside you (an inclination) before you take tangible action. 4. The ultimate safety isn’t choosing the “right” path; it’s creating life options. 5. Portfolio mindset: make multiple concurrent bets and see what sticks. Even with the “failures,” you’ll grow tremendously. 6. Slow down (even step back) to speed up. 7. In managing the risk of major life decisions, too many remain stuck protecting what they have instead of pursuing what’s possible. 8. “Don’t tell me what you think, [show me] your portfolio.” —Nassim Nicholas Taleb 9. “Every decision is an investment decision.” You must devote appropriate money, time, and energy to the transformation you seek. 10. Choose yourself. *** RESOURCES Connect w/ Mike on LinkedIn⁠ ⁠The Break Podcast⁠ ⁠The Break Newsletter ⁠⁠⁠Connect w/ Matt on LinkedIn⁠⁠⁠ ⁠⁠⁠Follow on Twitter @Uncaged_Matt⁠⁠⁠ ⁠⁠⁠Check the show on YouTube⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠"Badass Corporate" Private Facebook Group⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠Newsletter: Uncaged Secrets⁠⁠⁠⁠⁠⁠

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The trading life nearly destroyed ⁠Mike Gardon⁠. Since stepping away, he’s obsessed with creating “life options.” At the core is the idea of “investment in loss”: to make significant changes, we often need to step backward. Today, his mission is to...

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