
Definitely Uncertain: The Private Wealth Podcast
How can wealthy investors make better investments and wiser financial decisions? On this podcast we look at the big investment trends, how to allocate private wealth, tools for multi-generational planning, philanthropy and a range of other issues unique to high net worth families.
We interview leading investment managers, high net worth individuals and private wealth advisors.
Brought to you by Goldrock Capital, a multi-family office.
Latest episodes

Jun 11, 2025 • 50min
Gila Tolub & Daniel Goldman: Navigating Philanthropy From McKinsey to Trauma Healing - Ep 128
In this episode, Daniel Goldman sits down with Gila Tolub —a former McKinsey partner who has spent the last two decades working acrosshealthcare innovation, strategy, and leadership development. Gila shares herjourney from advising Fortune 500s and leading McKinsey’s vaccine and healthequity initiatives, to her recent work supporting trauma healing efforts inIsrael through Merhav Marpe and the launch of ICAR Collective.Together, they explore how strategic thinking can be appliedto philanthropy, how families can give more intentionally, and why mentalhealth in Israel needs a smarter, more data-driven approach. It’s a thoughtful,wide-ranging conversation about purpose, impact, and what it means to lead withboth heart and rigor.

May 27, 2025 • 24min
State Of the Market: Canadian Real Estate with Avi Glina – Ep 127
On this episode we had the pleasure of speaking with Avi Glina, Founder of SpiceCart Investments and a seasoned real estate investor and developer based in Toronto.Avi brings a wealth of experience in multifamily residential, commercial, and developmentprojects, with a deep understanding of the Canadian market. As a third-generation real estate professional, Avi’s work is grounded in strong family roots, philanthropy, and community activism. He is also the co-founderof Yalla!, a grassroots initiative uniting the Jewish community in the face gFrom real estate trends and interest rate impacts to foreign investment and community leadership, Avi offers unique insights shaped by both business acumen and astrong sense of purpose.We enjoyed our conversation with Avi and hope you enjoy the episode just as much.

May 12, 2025 • 31min
Investing in Innovation and Unity: Eric Reiner on the Future of VC - Ep 126
Israel’s tech ecosystem is defying theodds—small in size, big in impact. On this episode of Definitely Uncertain,Eric Reiner, Founder and Managing Partner of Vine Ventures, joins DarrenRockman to unpack what fuels that success. From investing in AI leaders likeHippo and Gynger to launching the Sarona Unity Center, Eric explains how his$140M fund is blending financial returns with social responsibility. Tune infor a deep dive into Israel’s startup DNA, the rise of AI, and how venturecapital can be a force not just for innovation, but for unity.

Mar 20, 2025 • 28min
Navigating Private Credit & Real Estate Lending: Insights from HCP’s Jonathan Moss & Cyril Pham – Ep 125
In this episode, we’re joined by Jonathan Moss, Principal at the IJD Group, and Cyril Pham, Portfolio Manager at HCP, to explore the evolving landscape of private credit and real estate lending. They share their insights on HCP's investment strategy, the growth of the sector in Australia, and how they assess deals in a competitive market. Tune in for expert perspectives on the future of private lending and real estate.

Mar 13, 2025 • 35min
Dr. Tamar Elram on Leadership, Women’s Health, and Poetry - Ep 124
A few months ago, we had the privilege of hosting Dr. TamarElram on the Definitely Uncertain Podcast. Dr. Elram is a physician,poet, and hospital director with extensive leadership experience in healthcare.Specializing in women’s health, she has held senior roles, including as thedirector at Hadassah Medical Center. A passionate advocate for consciousleadership, she strives to empower women in key positions and drive positivechange within the healthcare industry.In addition to her medical career, Dr. Elram has publishedtwo poetry books and contributed to humanitarian missions, such as providingmedical aid to Haiti following the devastating earthquake. With an MD andadvanced leadership training from Harvard, she brings a unique blend of medicalexpertise, leadership acumen, and a deep commitment to social change.On this episode, we step outside the typical industryconversations to dive into a different kind of dialogue. We’re excited to shareour conversation with Dr. Elram and her valuable insights, and we hope youenjoy it as much as we did!Tune in now! 🎧

Dec 26, 2024 • 27min
Soo Cheon Lee on Opportunistic Lending and Global Markets - Ep 123
Soo Cheon Lee is the Chief Investment Officer and
Co-Global Portfolio Manager at SC Lowy, a $1.6 billion alternative asset
manager specializing in opportunistic corporate lending. With a background at
Deutsche Bank, Soo Cheon offers deep insights into global markets and
investment strategies.
In this episode, Soo Cheon discusses corporate
lending, market trends, and the factors shaping global investment decisions.
Tune in for expert insights into navigating today's financial landscape

Dec 17, 2024 • 27min
"Navigating Israeli Tax Reforms: Strategies for High Net Worth Families" - Yair Benyamini: Ep 122
Join
Darren Rockman, and expert guest Yair Benyamini as they discuss the proposed
changes to Israel’s tax laws and how they will impact high-net-worth families.
From changes to wallet and holding company taxation to new reporting
requirements for Olim and returning residents, they break down what you need to
know. Learn how these reforms could affect your investment strategies and tax
planning, and how trusts will be impacted. Get actionable insights and
strategies to navigate the evolving Israeli tax landscape. Subscribe now on
YouTube and Spotify for more updates!

Nov 6, 2024 • 32min
War Impact on Diaspora Jews and Allies' Politics Ep 121 Jeremy Liebler
In this episode of the podcast, we sit down with Jeremy Leibler, a partner at Arnold Bloch Leibler and President of the Zionist Federation of Australia.
Jeremy brings a wealth of experience in corporate law and Jewish affairs, particularly in the wake of rising anti-Semitic incidents in Australia since October 7th. We discuss the community's response to these challenges, drawing parallels with other diaspora communities and examining the role of the Australian government in addressing anti-Semitism. Jeremy shares insights on
the global perception of Israel, the impact of recent events on Australia-Israel relations, and the importance of legal frameworks in advocating for the Jewish community. Finally, he reflects on his hopes for the
future of global Jewish unity and support for Israel amidst ongoing struggles.

Oct 29, 2024 • 30min
Feeding hope Joseph Gitler on Navigating Food Security in Crisis with Leket Israel - Ep 120
In the wake of the tragic events of October 7th, the
question on everyone’s mind is: What now? How do we move forward? What does the
day after look like? We were deeply honored to welcome back Joseph Gitler,
founder of Leket Israel and a close friend to the Goldrock family, to share
insights on how he and his organization have innovatively restructured to meet
Israel’s growing needs in these challenging times.
Joseph also spoke about his family's personal loss of
his son-in-law, David, and how grief manifests differently for everyone in
Israeli society.
We hope this episode resonates as deeply with you as
it did with us.
It was a true privilege to have him join us again.

Oct 13, 2024 • 29min