Family Business Audiocast

R. Adam Smith welcomes Shaun Parkin, founder of Hall Road Investments, an Australian firm specializing in family office investment governance. Drawing from over 25 years of experience in asset management, Shaun shares insights on how his company helps family offices develop robust investment committee structures and reporting infrastructure. The conversation explores the increasing complexity of alternative investments, the importance of purpose-driven family financial planning, and effective technology solutions for portfolio tracking. Shaun also discusses his Family Office Sherpa platform, which offers valuable resources through a newsletter and podcast for family enterprise leaders navigating investment governance challenges.

R. Adam Smith welcomes Dr. Kirby Rosplock, founder of Tamarind Partners and Tamarind Learning, to discuss the educational gaps facing family enterprises. With over 20 years of experience, Kirby shares insights on how her educational platform addresses crucial knowledge deficits in trust beneficiaries and next-generation family members. The conversation explores how family financial planning education impacts wealth transfer success, with Kirby noting that 90% of wealth transfer failures stem from inadequate communication and education—not technical planning. She offers practical guidance on navigating liquidity events, choosing between single and multi-family office structures, and building lasting family legacy through intentional learning.

In this episode, R. Adam Smith welcomes Valerie Galinskaya, Managing Director and Head of the Merrill Center for Family Wealth. With 18 years of experience helping ultra-high-net-worth families, Valerie shares insights on effective family financial planning strategies and the importance of intentional communication about wealth. She discusses her framework of Five Core Competencies for family wealth management and explains why defining purpose should precede structure and dollar amounts when discussing wealth transfer. The conversation explores how family enterprise governance benefits from clear decision-making processes and how legacy planning extends beyond financial considerations.

R. Adam Smith welcomes Tom Deans, international best-selling author and global authority on family wealth transfers. Drawing from his groundbreaking book "Every Family's Business" (with over 1 million copies sold in 100+ countries), Deans challenges conventional wisdom about family business succession planning. He presents a compelling case for selling family businesses to the next generation at full market value rather than gifting them - a philosophy developed through his own family's successful multi-generational experiences. The conversation explores why family enterprises often fail when gifted, how successful family wealth office structures can better preserve capital across generations, and why legacy should be understood as the family itself rather than the business. Deans provides practical insights into facilitating crucial family conversations about business transitions, emphasizing that concentrating wealth in one illiquid asset for multiple generations is often financially unsound despite emotional attachments.

In this episode of The Family Business Audiocast, host R. Adam Smith welcomes sports industry veterans Drew Sheinman (Brand Velocity Group) and Brett Johnson (Benevolent Capital). The guests explore how their unique investment platforms are revolutionizing the sports industry through family-focused approaches. Drew shares BVG's innovative "Share the Gains" program, allocating 10% of carried interest to portfolio company employees, while Brett discusses his community-centered developments with Phoenix Rising FC and Rhode Island FC. Both demonstrate how family business enterprise values can transform investment strategies while creating sustainable wealth and community impact.

R. Adam Smith welcomes Ilya Strebulaev, tenured professor of finance and private equity at Stanford Graduate School of Business and founder/director of the Stanford GSB Venture Capital Initiative. Celebrating 20 years at Stanford, Strebulaev shares insights from his extensive research and teaching experience in venture capital and entrepreneurial finance. The conversation explores his recently published book "The Venture Mindset" and how its principles can be applied within the family business enterprise context. Strebulaev emphasizes the importance of flexibility over rigid commitment, the power of interdisciplinary collaboration, and the necessity of embracing failure while pursuing innovation. He provides valuable perspectives on portfolio construction for family wealth offices, fund manager selection strategies, and the unique position family investment offices hold in the venture capital ecosystem to capitalize on higher risk-adjusted returns through illiquid assets.

R. Adam Smith welcomes Wendy Diamond, Chicago Office Tax Managing Partner and head of the US Family Enterprise platform at Deloitte. With over 25 years of experience advising multi-generational businesses, Diamond shares valuable insights on family office management challenges and strategic growth opportunities in today's complex business environment. The conversation explores key findings from Deloitte's recent family enterprise survey, particularly the perception gap between current and next-generation leadership regarding succession planning. Diamond emphasizes the importance of transparency in leadership transitions, board governance evolution, and strategic talent management. She also discusses how family enterprises are increasingly diversifying their investments through private equity and other asset classes, while simultaneously addressing emerging challenges like cybersecurity and technological transformation in the family business enterprise ecosystem.

R. Adam Smith welcomes Emily Bouchard and Jim Benedict from PNC Private Bank Hawthorn for an insightful discussion on guiding ultra-high-net-worth families through business transitions. As leaders in family enterprise advisory, they share complementary perspectives on the multifaceted challenges families face before, during, and after selling a business. The conversation explores crucial pre-sale considerations including family dynamics, wealth structure, and emotional preparation along with effective governance models for family wealth office transitions. Bouchard, who leads the Institute for Family Business Success, emphasizes the importance of preserving family identity beyond the business, while Benedict provides strategic insights on recapitalization alternatives, tax considerations, and mechanisms for sustaining family harmony through structural planning. Their holistic approach demonstrates how financial planning must integrate with family financial planning to maintain legacy and purpose across generations.

R. Adam Smith welcomes Dave Specht, Director of the Drucker School Global Family Business Institute and renowned family enterprise advisor. Drawing from his extensive experience at Wells Fargo and as author of "The Family Business Whisperer," Specht shares his expertise on succession planning through his innovative "Five C's" framework - contingency plans, cash flow planning, compensation, communication, and conflict management. The conversation explores how family financial planning must balance technical considerations with emotional intelligence, particularly when navigating business transitions. Specht highlights the importance of implementing advisory boards as stepping stones to more formal governance structures and discusses his collaboration with the James E. Hughes Foundation to redefine wealth as well-being within the family business enterprise ecosystem.

R. Adam Smith welcomes Karen Costa, National Leader of the Family Office Advisory Center for RSM US. With over 20 years of tax consulting experience, Costa shares valuable insights on the evolution of family wealth office services and explores the holistic approach needed for effective family financial planning. The conversation honors her colleague Tony Wood's legacy while examining the intricacies of multi-family office structures, tax strategies for family enterprises, and the importance of women's leadership in the family business ecosystem. Costa emphasizes the need for advisors to deeply understand client goals before implementing tax strategies and discusses how RSM's global capabilities serve increasingly international family office management needs.