The Operations Room: A Podcast for COO’s

88. Discovering Your Strengths

Jan 22, 2026
Alicia Diamond, a COO and transformation leader who has been a right-hand partner to multiple CEOs and helped launch the Long-Term Stock Exchange, discusses discovering strengths and designing a life that fits. She talks about the power of half-formed ideas, unplanned conversations, making space for strategic thinking, and building a fractional-plus team model for SMBs.
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ADVICE

Schedule Regular Personal Retros

  • Calendarize regular personal retros with a coach or trusted advisor to force reflection.
  • Brandon says a paid coach creates a reliable cadence for self-checks and strategic reflection.
INSIGHT

Sprinting Marathons Erodes Perspective

  • Leaders often claim they're pacing but end up sprinting consecutive marathons.
  • This sustained sprinting erodes perspective, health, and long-term curiosity, per Alicia's reflection.
INSIGHT

Allergy To Accountability In SMBs

  • Many SMB owners resist frameworks because they dislike accountability, not structure.
  • Alicia notes owners often accept concepts but reject rigid implementations like EOS.
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