E52: Straight Talk with Gerald Sheff episode artwork

EPISODE · Mar 21, 2025 · 58 MIN

E52: Straight Talk with Gerald Sheff

from The Unlimited Podcast by Ginsler Wealth · host Ginsler Wealth

In this episode of The Unlimited Podcast, our Lessons with Legends series continues as we welcome Brian's former boss, Gerald Sheff, Co-Founder of Gluskin Sheff + Associates Inc., once one of Canada's pre-eminent wealth management firms. This is a special episode highlighting Gerry's "straight-talking" ways as he recounts:His path to becoming an architect: "I didn't know anything about architecture. I thought, well, it's something I don't know anything about. So I didn't know, I didn't want to be one. So I thought, well, maybe I'll become one."His early working years: "...they thought I knew something. And I didn't tell them I didn't."His first thoughts on hearing about his eventual employer Cadillac Fairview: "I thought anybody who would call themselves 'Cadillac' is probably a Chevrolet."The story of meeting Ira Gluksin and the formative idea of Gluskin Sheff: "We decided to be a very boutique firm and to differentiate ourselves from all the vanilla money management operations that existed at the time.", andWhat he's learned to do in uncertain times: "Doing nothing is often the best thing to do". (A familiar message to those who follow Ginsler Wealth's thinking as well)....And many other insights and words of wisdom. You don't want to miss this one!Gerry Sheff graduated from the School of Architecture at McGill University in 1964, and received his MBA from Harvard Business School in 1971. Following this, he joined Cadillac Developments in Toronto, which later become Cadillac Fairview, playing a number of key roles with that firm. In 1984, he left and with his partner Ira Gluskin, founded Gluskin Sheff, which went on to become one of the most successful investment firms in Canada.Timestamps0:00: Disclaimer & Intro4:20: Gerry's Architecture Degree15:17: Beginnings of Gerry & Ira24:16: Why take a different approach with Gluskin Sheff? 32:52 Gerry & Ira's changing investment philosophy40:18 The Award Winning Treehouse46:52 Gerry's Philanthropic Philosophy48:53 Upgrading Your Thinking52:05 Gerry's advice on investing in troubling times55:04 If Gerry could do anything, what would it be?56:39 Outro

In this episode of The Unlimited Podcast, our Lessons with Legends series continues as we welcome Brian's former boss, Gerald Sheff, Co-Founder of Gluskin Sheff + Associates Inc., once one of Canada's pre-eminent wealth management firms. This is a special episode highlighting Gerry's "straight-talking" ways as he recounts:His path to becoming an architect: "I didn't know anything about architecture. I thought, well, it's something I don't know anything about. So I didn't know, I didn't want to be one. So I thought, well, maybe I'll become one."His early working years: "...they thought I knew something. And I didn't tell them I didn't."His first thoughts on hearing about his eventual employer Cadillac Fairview: "I thought anybody who would call themselves 'Cadillac' is probably a Chevrolet."The story of meeting Ira Gluksin and the formative idea of Gluskin Sheff: "We decided to be a very boutique firm and to differentiate ourselves from all the vanilla money management operations that existed at the time.", andWhat he's learned to do in uncertain times: "Doing nothing is often the best thing to do". (A familiar message to those who follow Ginsler Wealth's thinking as well)....And many other insights and words of wisdom. You don't want to miss this one!Gerry Sheff graduated from the School of Architecture at McGill University in 1964, and received his MBA from Harvard Business School in 1971. Following this, he joined Cadillac Developments in Toronto, which later become Cadillac Fairview, playing a number of key roles with that firm. In 1984, he left and with his partner Ira Gluskin, founded Gluskin Sheff, which went on to become one of the most successful investment firms in Canada.Timestamps0:00: Disclaimer & Intro4:20: Gerry's Architecture Degree15:17: Beginnings of Gerry & Ira24:16: Why take a different approach with Gluskin Sheff? 32:52 Gerry & Ira's changing investment philosophy40:18 The Award Winning Treehouse46:52 Gerry's Philanthropic Philosophy48:53 Upgrading Your Thinking52:05 Gerry's advice on investing in troubling times55:04 If Gerry could do anything, what would it be?56:39 Outro

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E52: Straight Talk with Gerald Sheff

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This episode was published on March 21, 2025.

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In this episode of The Unlimited Podcast, our Lessons with Legends series continues as we welcome Brian's former boss, Gerald Sheff, Co-Founder of Gluskin Sheff + Associates Inc., once one of Canada's pre-eminent wealth management firms. This is a...

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