Two years after his first appearance on The Unlimited Podcast, Jordan Jacobs, Managing Partner & Co-Founder of Radical Ventures, is back to discuss how AI has evolved, and how it will change the future.

Brian and Jordan discuss "agentic" AI and its implications, the impact AI is having and will continue to have on jobs, AI regulation around the world, Jordan's favourite AI tools, and more!

This episode is a "must-listen" for those looking to understand how far AI has come, what lies ahead, and how to navigate the opportunities and risks of this transformative technology. 

Plus stick around to the very end to hear "real" Brian speak with "AI" Brian about this episode.

Radical Ventures is a global AI-focused venture capital firm investing exclusively in artificial intelligence, with a presence in Toronto, San Francisco, and London and a mission to back founders building transformative AI companies. Radical's portfolio features category-defining AI leaders such as Cohere, Waabi, Untether AI, and Xanadu. Founders also gain hands-on help from Radical’s “Velocity” services team across recruiting, chip partnerships, go-to-market, policy, governance, and finance.

Jordan Jacobs is the Managing Partner and cofounder of Radical Ventures. He previously co-founded Layer 6 AI (acquired by TD Bank in 2018) and helped launch Toronto’s Vector Institute for Artificial Intelligence. He also serves on the board of the Canadian Institute for Advanced Research (CIFAR) and has helped shape Canada’s national AI strategy, bringing a policy lens to his work with founders. Jordan is also a member of the University of Waterloo President’s International Advisory Board, a Director of Tennis Canada, and has been selected as one of Toronto’s 50 Most Influential People.

Timestamps:

0:00 Episode 16 Recap

1:00 Intro & Disclaimer

4:06 What is AI?

6:30 How has AI evolved in the last 2 years?

11:20 What is Agentic AI

17:37 What does Agentic AI mean for jobs?

21:56 Government sentiment on AI

25:46 Jordan's message to the Minister of AI

37:25 Jordan's advice to businesses NOT using AI

43:35 Where is Radical investing?

51:41 What AI tools is Jordan using personally?

53:31 Outro

54:57 Ginsler.ai

What does it take to go from immigrant outsider to one of Canada’s most prolific entrepreneurs and a globally recognized educator? On this episode of The Unlimited Podcast, Brian Ginsler speaks with Reza Satchu — serial founder, Harvard Business School professor, co-founder of NEXT Canada, and Managing Partner at Alignvest Management Corporation. Reza’s journey is remarkable: from arriving in Canada with little more than ambition, to founding and selling multiple businesses worth billions, to now shaping the next generation of entrepreneurs at Harvard Business School and across Canada.

In this episode, you'll hear about:

• Reza’s origin story — including the unconventional parenting, early discomfort, and tight-knit family values that shaped his drive.

• The real story behind five businesses Reza founded — including Alignvest Student Housing and KGS Alpha (sold for $1.7B and $400M+ respectively).

• His transformative teaching at HBS — including the groundbreaking Founder Launch course, where students can only enroll if they agree not to pursue full-time job recruiting.

• Why judgment is the most important skill in the age of AI — and how we should change how we teach students and our children.

• A candid take on Canada’s economic standing — and what it will take for this country to compete on the global stage.

This episode is essential listening for anyone interested in entrepreneurship, education, AI, or Canada’s future. Reza brings wisdom, candor, and hard-earned perspective — and we’re thrilled to share it.

Reza Satchu is a renowned Canadian entrepreneur, investor, and educator whose career exemplifies innovation, resilience, and impact. He’s the Founder and Managing Partner of Alignvest Management Corporation, a private investment firm known for several high-profile exits, including KGS Alpha (sold to BMO) and Alignvest Student Housing (sold for over $1.7 billion). Reza is also a Senior Lecturer at Harvard Business School, where he teaches acclaimed courses such as The Entrepreneurial Manager and The Founder Mindset, inspiring the next generation of global business leaders. Beyond academia, he serves as the Founding Chairman of NEXT Canada, a nonprofit that has launched over 500 ventures and raised more than $3 billion in equity capital, solidifying his role as a leading force in Canadian innovation and entrepreneurship.

Born in Mombasa, Kenya and raised in Toronto, Reza immigrated to Canada with his family at age seven and went on to earn a BA in Economics from McGill University and an MBA from Harvard Business School. His professional journey from overcoming early adversity to founding and scaling billion-dollar businesses, offers a powerful blueprint for entrepreneurial success. He has been recognized with prestigious accolades including Canada’s “Top 40 Under 40” Award, the McGill University Management Achievement Award, and the King Charles III Coronation Medal.

Timestamps:

0:00 Disclaimer & Intro

3:43 Growing up as a Canadian immigrant

8:38 Reza's path to HBS

13:05 Founding businesses after Harvard

22:05 Reza's "trick" to founding

31:26 What is "Founder Launch"?

40:16 Reza's thoughts on AI for founders

45:21 What should Canada be doing?

52:02 What AI tool is helping Reza the most?

55:19 Outro

You can find more information about Reza’s Founder Launch class in this article: ⁠https://www.harbus.org/post/founder-launch-a-push-to-redefine-entrepreneurship-at-hbs⁠

You can read more about one of Reza’s successful students referenced in the podcast here: ⁠https://news.harvard.edu/gazette/story/2025/05/after-flying-apaches-she-needed-a-new-challenge/

From Brian Ginsler, Ginsler Wealth CEO:

"In mid-2018, while I was at a previous investment firm, I met with a prospective client. For context, the markets (S&P 500) had staged a dramatic recovery since the Global Financial Crisis. From its folkloric low of 666 in March 2009, the index had climbed to around 2,700 by mid-2018—an increase of more than 300%.

After I explained why it was a good time to invest with us, I will never forget his response: “I’m waiting until there is blood in the streets.” 

I think about him often and wonder if he is...still waiting..."

For the original transcript of this letter and to view weblinks and other media, please visit https://ginslerwealth.com/ginsler-wealth-second-quarter-2025-client-letter-the-waiting-edition/

On this episode of The Unlimited Podcast, Brian speaks with Michael Hyatt, one of Canada’s most successful tech entrepreneurs and now a leading investor and family office principal.

You may know Michael as the co-founder of BlueCat Networks, a global network infrastructure firm that was acquired by private equity in one of Canada’s most notable tech exits, a commentator on the CBC News, or as a former guest Dragon on CBC’s Dragon’s Den. Before BlueCat, Michael co-founded and sold Dyadem, an engineering software company. He is currently Executive Chairman of cybersecurity business Datastealth and also chairs the Hyatt Family Foundation, where they focus on supporting many causes around girls' and women's health, education, and underprivileged communities.  But as you’ll hear in this conversation, Michael’s story extends far beyond his startup wins.

Brian and Michael dive deep into entrepreneurial resilience, how to scale and exit a company, and the evolution from founder to investor. Michael shares hard-won insights from building not one but two highly successful tech companies, his philosophy on hiring, and why letting go as a founder is often the smartest move you can make. They also explore how he built the Hyatt Family Office, the disciplines behind capital deployment, and his role as Senior Advisor at Northleaf Capital Partners.

The discussion takes a sharp and candid turn into Canadian policy and innovation, where Michael pulls no punches on what’s holding the country back—and what leaders like Mark Carney must do to turn it around. Plus: as the first episode in a series focused on AI, Michael provides his thoughts on the future of AI, what he’s seeing as a Fellow at the Creative Destruction Lab, and how he's using AI tools today to vet investments and manage complexity at scale.

Michael Hyatt is a tech entrepreneur, investor, and advisor. He co-founded BlueCat Networks (acquired by Madison Dearborn Partners) and Dyadem (acquired by IHS, now part of S&P Global). He is currently Executive Chairman of cybersecurity business Datastealth, leads the Hyatt Family Office, serves as Senior Advisor to Northleaf Capital, and mentors science-based startups through the Creative Destruction Lab. Michael has been named one of Canada’s Top 40 Under 40, has appeared on Dragon’s Den and The Pitch, and is widely regarded as a leading voice on business growth, innovation, and capital allocation in Canada.

Timestamps:

0:00 Disclaimer & Intro

5:32 Michael's entrepreneurial beginnings

11:57 Bringing in new leadership & building tech companies

21:25 Working with family

25:00 Michael's views on investing

30:45 How does bitcoin fit into Michael's portfolio?

35:02 Canada as a business environment

42:27 The creative destruction lab & AI

51:51 Michael's time on Dragon's Den

53:43 How is Michael using AI?

56:46 Outro

In the wake of the Canadian federal election and a tumultuous April, on this episode of The Unlimited Podcast, Brian speaks with Jon Love, Executive Chair and Founder of KingSett Capital. You may recognize Jon from his prolific LinkedIn posts, where he frequently shares his insight on politics, Canada's priorities, and much more. Brian and Jon discuss the founding of KingSett, Jon's thoughts on the election outcome, Canada's path forward under Prime Minister Mark Carney, and more!

Jon Love is the Executive Chair and Founder of KingSett Capital, Canada’s leading private equity real estate investment business – now with a staff of 170 professionals in three offices, and AUM of $18 billion.

After graduating with an HBA from Ivey Business School, in 1976, Jon joined Scotia McLeod in Edmonton as a retail stockbroker, then joined Oxford Properties in 1980, eventually becoming President in 1987 and CEO in 1992. In 1995, Jon took Oxford public and 6-years later, in 2001, Oxford was privatized by OMERS in a $4 billion transaction.

In 2002, 6 months after “going dark”, Jon founded KingSett Capital.

Jon graduated with an Honours degree in Business Administration from Western University’s Ivey Business School, where he is an Emeritus Advisory Board member. In 2016 he was awarded an Honorary Doctorate from Western University. Jon is a member of the Business Council of Canada, the Chief Executives Organization, and YPO. In 2023, Jon received the Ivey Business Leader of the Year Award, the NAIOP Rex Icon Lifetime Achievement Award and in 2024 the Fraser Institute’s Founders Award. In 2018, Jon was awarded the Order of Canada.

Timestamps

0:00 Disclaimer & Intro

5:51 Running Oxford in the 80s & 90s

10:21 Jon's favourite times in his career

12:00 Knowing when to sell a business

15:58 Founding KingSett after "Going Dark"

17:33 KingSett today vs. 20 years ago

19:38 Why does KingSett only operate in Canada?

22:00 Operating while being "Terrified"

24:38 Jon's biggest lessons

28:25 Implementing a succession plan

33:06 Jon's view on the Canadian federal election

40:00 Jon's recommendations for a housing plan

45:52 Investing outside of KingSett

47:30 Playing Offence

48:46 If Jon could do anything, what would it be?

50:30 Outro

Check out this trailer featuring some highlights from episode 52 of The Unlimited Podcast: Straight Talk with Gerald Sheff.

In this interview with Brian's former boss, Brian and Gerald discuss Gerald's path to becoming an architect, meeting Ira Gluskin and the founding of Gluskin Sheff, what to do in times of uncertainty, and more!

For the full episode and more, visit ginslerwealth.com/podcast.

From Brian Ginsler, Ginsler Wealth CEO:

"While I am still not sure how I got into Harvard Business School back in 2001, once on campus I was constantly amazed by the caliber of speakers the school could attract. But at HBS, no visiting speaker generated more excitement than the Greatest Investor in the World – Warren Buffett.

I have been following Buffett’s musings since leaving HBS. Each year, Buffett pens his annual letter to Berkshire Hathaway shareholders. And for the past many years, I have written a standalone Ginsler Wealth commentary on each of Warren’s letters.

Buffett’s latest letter was released on February 22, amid one of the most volatile and uncertain calendar quarters, perhaps in history; and I wrote this letter after the first week of April with Trump's Tariffs roiling global markets. As usual, Buffett’s letter contains some very important themes and lessons. As such, I thought I’d connect The Oracle of Omaha’s latest insights to today’s investing environment—and how we’re applying them in managing client portfolios at Ginsler Wealth."

For the original transcript of this letter and to see weblinks and other media, please visit https://ginslerwealth.com/ginsler-wealth-first-quarter-2025-client-letter-warren-buffett-edition/

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.", and
• What 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.

Timestamps

0:00: Disclaimer & Intro

4:20: Gerry's Architecture Degree

15:17: Beginnings of Gerry & Ira

24:16: Why take a different approach with Gluskin Sheff?

32:52 Gerry & Ira's changing investment philosophy

40:18 The Award Winning Treehouse

46:52 Gerry's Philanthropic Philosophy

48:53 Upgrading Your Thinking

52:05 Gerry's advice on investing in troubling times

55:04 If Gerry could do anything, what would it be?

56:39 Outro

In this episode in our Lessons with Legends series, on The Unlimited Podcast, we welcome David Kassie, Chairman of Outcome Asset Management and Chairman Emeritus of Canaccord Genuity. Brian and David discuss David's journey to becoming Chairman and CEO of CIBC World Markets, the founding of Genuity, some of his most significant deals, and more.

David Kassie has held key leadership roles in the financial industry for decades. He served as Chairman or Executive Chairman of Canaccord Genuity Group Inc. since May 2010 and was Chairman and CEO from April to October 2015. Previously, he was Principal, Chairman, and CEO of Genuity Capital Markets from November 2004 to May 2010, leading the firm until its acquisition by Canaccord Financial. Before that, he served as Chairman and CEO of CIBC World Markets and Vice Chairman of CIBC from 1979 to 2004.

With extensive experience as an advisor, underwriter, and principal, David has played a crucial role in major financial transactions and serves on multiple corporate boards. Beyond finance, he is deeply committed to community and charitable initiatives. He is a Director and former Chairman of Baycrest Health Sciences, where he also led its commercialization efforts. He has previously served on the boards of the Toronto International Film Festival Group, the Hospital for Sick Children, and Ivey Business School.

David holds a B.Comm. (Honours) in Economics from McGill University (1977) and an MBA from the University of Western Ontario (1979).

Timestamps

0:00 Disclaimer and Intro

3:43 Investment Banking & Merchant Banks

10:28 Outcome's history & performance

15:55 Banking in the 80s and 90s

20:14 Leading bankers

26:46 Building the team at Genuity

34:13 Markers of success in interviews

37:33 David's transformative deals

41:01 David's angel investing

44:04 Thoughts on Canadian leadership & trade

49:11 David's best career advice

51:36 If David could do anything, what would it be?

53:48 Outro

For the 50th episode of The Unlimited Podcast, we welcome back David Rosenberg, Founder and President of Rosenberg Research. David founded Rosenberg Research in January 2020 after an illustrious, three-decade career on Wall Street and Bay Street as an economist and market strategist.

With the start of 2025 and Trump's recent inauguration, Brian seeks to uncover David's best views and thoughts on the markets, the economy, Trump's proposed tariffs and the like. In other words, what should investors be thinking and doing in 2025? This is a "must-listen" episode for anyone seeking opportunity amid uncertainty!

A video of the entire interview is accessible below.

https://youtu.be/tTgpC_rq27s

Timestamps

0:00 Disclaimer & Intro

03:16 Uncertainty for 2025

11:22 David's thoughts on U.S. valuations

24:55 Expectations for U.S. equities

34:02 Why is Canada a good place to be?

47:43 Should investors focus on convert CAD to USD?

53:40 Rosie's best advice for 2025

57:11 Outro