David Jaffe, a retail titan and philanthropist, transformed Dressbarn into a $7 billion success story. In this engaging conversation, he shares his experiences of scaling a family business and the challenges of ensuring a smooth succession. Jaffe discusses his transition from corporate leadership to impactful philanthropy, emphasizing the significance of aligning career choices with personal passions. He delves into the emotional journey post-retirement, the value of mentorship, and the importance of addressing social issues like climate change through strategic initiatives.

Perianne Boring, founder and CEO of the Digital Chamber, champions blockchain's role in reshaping finance. She delves into her journey in the Bitcoin ecosystem, emphasizing its historical performance as an asset. The discussion touches on the economic disparities driving her work and the crucial role of policy advocacy. Perianne also addresses Bitcoin's potential for freedom and ownership, the importance of mentorship, and how blockchain can combat AI misinformation, all while stressing the need for effective regulatory frameworks and gender equity in crypto.

Dylan Taylor, Chairman and CEO of Voyager Space and a recognized leader in the New Space sector, shares his extraordinary journey from a challenging childhood to space exploration. He discusses the profound impact of his suborbital flight and the emotional shifts it brings. Dylan emphasizes the importance of purpose in life and how space exploration can drive transformative change on Earth. He also reflects on wealth, fulfillment, and the power of mentorship, advocating for access to space as a means to address critical global challenges.

Libby Connolly Alexander, a Tulane graduate, transformed her father’s startup into a $5 billion global leader in recovery auditing. She shares how the company saved clients over $1.1 billion in just one year, showcasing the power of innovative strategies and teamwork. Libby discusses the challenges of second-generation leadership, the importance of risk management, and the balance between growth and legacy. Her journey reflects on sustainable business practices and the value of humility amidst extraordinary success.

Meet Martin Hermann, a serial entrepreneur in renewable energy with over $5.3 billion in transactions. He shares insights on hybrid power systems, BrightNight's 30GW pipeline, and founding 8minutenergy. Topics include partnership with Intel, early career in Germany, and driving the energy transition with clean power.

Howard Morgan, a tech and VC legend, shares wisdom on timing, choosing partners, and investments. From co-founding First Round Capital to insights on success and mentorship. Delve into his pioneering ventures and reflection on retirement and philanthropy in a Tiger Group.

On this podcast we explore paths to extraordinary success and what's next for those who have reached the pinnacle of accomplishment and continue to make a lasting impact in the world around them. This Season, join host Michael Sonnenfeldt, Founder and Chairman of TIGER 21, the premier peer membership organization for ultra-successful entrepreneurs, investors, and executives. Listen in on Michael's conversations with a curated group of TIGER 21 Members.Featured guests in Season 1 include legendary venture capitalist and investor Howard Morgan, leading renewable energy entrepreneur Martin Hermann, author and distinguished payments integrity executive Elizabeth "Libby" Connolly Alexander, Voyager Space CEO and Chairman Dylan Taylor, and more.If you have met one TIGER 21 Member, you have met one TIGER 21 Member.Enjoy NEXT with TIGER 21 wherever you get your podcasts. Watch clips on our YouTube playlist. Learn more at tiger21.com/podcast. Hosted on Acast. See acast.com/privacy for more information.