Then Again, Maybe I Won't

Daniel

Leaning into those life changing moments that affect the professional and personal outcomes of the leading voices across industries. 

Episodes

  1. Jun 3

    Why Leadership Matters More Than Data in Investing with Karim Mawji

    In this episode of Then Again, Maybe I Won’t Daniel Bryant sits down with hedge fund manager and CEO Karim Mawji of Eagle Talon Partners for a deep conversation on investing, leadership, and the hidden psychology behind successful businesses. Karim shares how growing up across multiple countries shaped his ability to understand people  a skill that eventually became the foundation of his unique investment philosophy. Instead of relying solely on spreadsheets and financial models, Karim focuses on leadership judgment, company culture, and the ability of CEOs to execute under pressure. From Wall Street and Morgan Stanley to building Paragon Intel, Karim explains: • Why leadership often matters more than financial data • How hedge funds evaluate CEOs behind the scenes • The difference between conviction and restraint in investing • Why some “perfect” leaders still fail • The importance of judgment in business and life • How AI is changing investing and decision-making • The hidden dangers of short-term thinking in markets This episode is packed with insights for entrepreneurs, investors, executives, and anyone interested in leadership and decision-making at the highest level. If you enjoyed this episode, make sure to like, subscribe, and share the podcast.

    46 min

  2. May 1

    Redefining Success with Sophia Shaw | The Again...Maybe I Won't

    In the first episode of Then Again... Maybe I Won't, I sit down with Sophia Shaw, former President & CEO of the Chicago Botanic Garden, nonprofit leader, and co-founder of PlanPerfect. In this conversation, she shares insights from her distinguished career in the nonprofit sector. As a guiding light in nonprofit leadership, she discusses her time as president and CEO of the Chicago Botanic Gardens. Her experience extends to nonprofit management, where she educated MBA students on nonprofit organization governance through the Kellogg Fellows program. This episode is about more than leadership. It’s about redefining success, embracing uncertainty, and realizing you don’t have to follow the path others expect. Key Takeaways: We lead differently at every stage of life Purpose doesn’t fade—it evolves Life is hard, but we can do hard things Don’t wait. Live and give like the future is wide open 🎙️ Then Again is a podcast about reflection, reinvention, and the moments that change our direction. 👉 Subscribe for more conversations with leaders who chose a different path. 00:00 – Nonprofit Leadership Journey | Sophia Shah Intro 01:05 – Career Transition After Success | “Then Again, Maybe I Won’t” 02:23 – Financial Freedom & Career Decisions | What’s Next After CEO? 05:11 – Nonprofit vs Corporate Leadership | Key Differences Explained 08:31 – Fundraising Strategies for Nonprofits | Authentic Leadership Wins 11:32 – Nonprofit Board Governance & MBA Leadership Training 14:54 – Nonprofit Software & Strategy | Building PlanPerfect 21:00 – Finding Purpose in Life & Career | Reinvention at Any Age

    26 min
  • 2 Episodes

Ratings & Reviews

5
out of 5
2 Ratings

About

Leaning into those life changing moments that affect the professional and personal outcomes of the leading voices across industries. 

Information

  • Creator
    Daniel
  • Years Active
    2K
  • Episodes
    2
  • Rating
    Clean
  • Copyright
    © 2026 Then Again, Maybe I Won't