Podcast
Then Again, Maybe I Won't
Hosted by Daniel · EN
Leaning into those life changing moments that affect the professional and personal outcomes of the leading voices across industries.
3episodes
Episodes
Newest firstAll episodes
Reinventing Wealth Management with Brice Pelliccioni | The Again...Maybe I Won't
2w ago00:44:37Tap to summarizeWhat if wealth management was about more than just investments?In this episode of Then Again, Daniel Bryant sits down with Brice Pelliccioni, CEO of Trilith Wealth Management, for a conversation about reinvention, leadership, and why the future of financial advising goes far beyond managing assets.Brice shares his unconventional journey from preparing for medical school to stepping into the family business and how he’s helping reshape the modern financial advisory model.In this episode, we discuss:Why Brice walked away from the traditional path to wealth managementWhat it’s really like working alongside family in businessThe evolution of financial advising from relationship-driven to tech-enabledHow AI is transforming client service and operational efficiencyWhy investments should come last not first in financial planningBuilding an integrated business that combines wealth management, insurance, and tax strategyWhat success looks like for today’s business leadersThis conversation explores what it means to challenge industry norms, think long-term, and build a business around client experience rather than convention.Key Takeaways:✔ Great wealth management starts with planning, not portfolios✔ Technology should enhance human connection—not replace it✔ The best businesses solve problems before clients know they have them✔ Sometimes the smartest move is refusing to stay in the lane everyone expects🎙️ Then Again is a podcast about reinvention, reflection, and the moments that lead us to choose a different path.Subscribe for more conversations with leaders redefining success.
Transcribe →Why Leadership Matters More Than Data in Investing with Karim Mawji
4w ago00:45:43Tap to summarizeIn 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 marketsThis 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.
Transcribe →Redefining Success with Sophia Shaw | The Again...Maybe I Won't
May 100:26:19Tap to summarizeIn 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 lifePurpose doesn’t fade—it evolvesLife is hard, but we can do hard thingsDon’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 Intro01:05 – 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 Explained08:31 – Fundraising Strategies for Nonprofits | Authentic Leadership Wins11:32 – Nonprofit Board Governance & MBA Leadership Training14:54 – Nonprofit Software & Strategy | Building PlanPerfect21:00 – Finding Purpose in Life & Career | Reinvention at Any Age
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