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Every entrepreneurial journey will result in either profit or pivot. In this podcast, I sit down with top-tier founders, VCs, & innovators to uncover the critical decisions that fueled their massive success. We dive deep into their journeys, exploring practical strategies you can apply. Each episode delivers actionable advice & inspiring stories designed to motivate & empower you on your own path. My mission? To decode the art of successful decision-making better than anyone in the world. Rated the #1 podcast in the world (by my mom).
Episodes

Wednesday May 28, 2025
How We Invest $800 Million on Behalf of Canada's Wealthiest Families | Neil Nisker
Wednesday May 28, 2025
Wednesday May 28, 2025
Neil Nisker is a legendary Canadian entrepreneur who built and sold three wealth management businesses. Now running "Our Family Office" managing $800M for Canada’s wealthiest families, Neil shares his incredible journey, from his early days as a “gopher” on the Toronto Stock Exchange to cold-calling Sir John Templeton, sparking a 35-year mentorship.
He dives into contrarian investing principles, his 75x venture capital return, and why he’s exploring VC again. Neil also discusses becoming a contrarian investor and upending our understanding of risk analysis throwing away the "Sharpe Ratio".
In this episode, Neil reveals:
- How a cold call to Sir John Templeton sparked a 35-year mentorship
- The art of contrarian investing
- His 75x venture capital win
- Why he started Our Family Office
- Key lessons for entrepreneurs and investors
- The problems and opportunities in Venture Capital today
- Book recommendations and life advice for building a successful business
Whether you’re an entrepreneur, investor, or startup founder, Neil’s insights on portfolio management, venture capital, building a business and investing are packed with wisdom. Don’t miss this deep dive into the mind of a financial titan!
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More About Neil Nisker
Our Family Office’s Co-Founder, Executive Chairman and CIO enjoys a well-deserved reputation as a trusted and respected figure in the Canadian financial services industry.
With 53 years of experience, Neil helped to build a few companies serving as President of Fiera Private Wealth and as the company’s Executive Vice Chairman and a member of its Board of Directors. He was also President of YMG Private Wealth, Chairman of Nisker Associates and was a driving force behind Brown Baldwin Nisker Ltd for more than 25 years before it was sold and became HSBC Securities in 1998.
Active in philanthropy, he’s acted as Co-Chair of the UJA Federation of Greater Toronto Annual Campaign, Co-Chair of the Baycrest Centre for Geriatric Care Campaign, Vice-Chair of Mount Sinai Hospital Foundation and Chair of its Investment Committee and Chair of the Jewish Foundation of Greater Toronto and Chair of its Investment Committee.
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