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Glenn Lundy on Why Struggle Comes Before Success


Episode summary

Glenn Lundy and Lee dig into the real arc behind any meaningful win: change → struggle → growth → success...and then back to change again. Glenn shares how to spot the season you’re in, why resistance is a feature not a bug, and how to build a daily rhythm that makes you stronger for the next hill.


They also talk practical leadership: building cultures that embrace reinvention, implementing habits that actually stick, hiring for character over credentials, and why operational discipline (67 days to cement behavior) beats 30-day “flavor of the month” initiatives every time.


Key takeaways

  • Everything is seasonal. If you’re struggling, growth is on deck; if you’re winning, change is coming, plan for it.

  • AI is a power-up, not a pink slip. It multiplies creators who focus on value; it threatens box-checkers. Your posture determines your payoff.

  • Attach action to a bigger “why.” Fear shrinks when the prize is clear: family, freedom, mission, or mastery.

  • Morning routines are foundational. A consistent mind–body–spirit start changes the trajectory of your day (and life).

  • Hire for character, prove it with immersion. Glenn’s two-week “boot camp” surfaced true behavior fast.

  • Behavior change takes time. Think in quarters, not months. ~67 days to make the right way the easy way.

  • Think beyond your “market.” Redefining the sandbox (e.g., national vs. local) reshapes strategy and results.


Memorable lines

  • “If you’re in a season of struggle right now, great. Growth is on the way.”

  • “AI won’t replace you; it will power up the people who create value.”

  • “You take yourself wherever you go.”

  • “We hired for character, not credentials, and proved it with immersion.”

  • “It takes about 67 days before the right way becomes the easy way.”


Resources & mentions

  • Glenn Lundy website: glennlundy.com

  • The Legacy Titles (book by Glenn Lundy)

  • The Morning Five (Glenn’s morning routine framework)

  • Notebook LM (AI research/writing tool referenced in the convo)


If this helped

...share it with a founder or leader in a “struggle season.” Subscribe for more conversations that help you grow smarter, protect your equity, and build businesses that last.

 
 
 

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