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In the Money with Amber Kanwar

Amber Kanwar
In the Money with Amber Kanwar
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  • This Small-Cap Real Estate Stock is up 4000%: CEO Bob Dhillon on Beating REITS
    He turned a $19K house flip into a $2 billion real estate empire and his stock is up more than 4000% since going public. In this episode of In the Money with Amber Kanwar, Amber sits down with Bob Dhillon, CEO of Mainstreet Equity, to unpack how he built one of Canada’s most successful small-cap real estate stories.Bob explains why mid-market, value-add apartments in Western Canada remain his competitive edge, how buying buildings at a fraction of replacement cost created long-term upside, and why he doubled down during downturns instead of retreating. He also shares how immigration shaped his entrepreneurial path, why he’s never sold a single share of Mainstreet, and what he sees as the future for housing affordability in Canada.Over 25 years, Dhillon has grown Mainstreet to 18,600+ rental units with $270M in revenue, while delivering 14 straight quarters of double-digit returns. He reveals why he resisted the REIT model, why Toronto and Ontario didn’t fit his strategy, and how Western Canada’s overlooked markets provided him with runway others ignored.Whether you’re an investor looking at small-cap opportunities, interested in real estate cycles, or curious about how one entrepreneur built a $2B empire from the trunk of his car, this episode is packed with insights on long-term conviction, value creation, and compounding returns.Timestamps00:00 Show intro02:20 How did Bob get the name Bob Dhillon?03:20 Bob’s origin story06:00 How Bob got to Canada and created Mainstreet Equity10:15 Break11:00 The core principles of Mainstreet Equity13:00 Why western Canada?14:30 The stats on Mainstreet Equity17:30 Mainstreet’s macro thesis19:00 Why Bob loves Winnipeg + did he ever think about moving to Ontario & Quebec?20:30 Break 21:00 Are more investors looking at western Canada? Are policies working?24:00 Thoughts on U.S. relations and the trade war 25:45 Bob’s real estate outlook27:00 What’s happened to the entrepreneurial spirit? Why has Mainstreet not become a REIT?29:30 Why Bob has never sold one share of Mainstreet SponsorsFor over 25 years, Raymond James has been helping Canadians achieve their financial goals. Visit https://raymondjames.ca today to discover how you can live a life well planned.With $62 billion in assets, ATB Financial is powering possibilities for more than 820,000 financial services clients in Alberta and beyond. Visit https://ATB.com/inthemoney for more informationOver the last 45 years, Middlefield has helped Canadians build and preserve wealth through active management. Ask your financial advisor about Middlefield or learn more at https://middlefield.com today.Discover how The Murray Wealth Group can work for you by visiting https://MurrayWealthGroup.com. World Class Investing. Wealth built Together.Linkshttps://inthemoneypod.com/ https://instagram.com/inthemoneypodhttps://facebook.com/profile.php?id=61569721774740 https://twitter.com/inthemoneypod https://tiktok.com/@[email protected] The information provided in this podcast is for informational purposes only and does not constitute financial, investment, or professional advice.The views expressed by the host and guests are their own and do not necessarily reflect the opinions of any organization or company. The host and guests may maintain positions in any securities discussed on the podcast. Always consult with a qualified financial advisor or professional before making any investment decisions.In the Money delivers expert stock picks, actionable ideas, and timely money management tips. Hosted by business journalist Amber Kanwar, each episode features interviews with top portfolio managers who suggest ways to achieve good returns. Covering everything from ETFs and Canadian stocks to global investing trends, dividend strategies, and risk management, this show is made for DIY investors, stock market enthusiasts, and anyone looking to sharpen their financial strategy.Contact: [email protected]#IntheMoney #Investing #StockMarket #CanadianInvesting #FinancialNews
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  • Bay Street’s Top Dealmaker: Canada’s Broken Capital Markets
    David Kassie is a legend on Bay Street. From building CIBC World Markets into a dominant force, to founding Genuity and transforming it into Canaccord Genuity, his fingerprints are on some of the most influential deals and institutions in Canadian finance. But in this episode of In the Money with Amber Kanwar, Kassie goes beyond the deals to talk candidly about the state of Canada’s capital markets and what needs to change.This wide-ranging conversation covers everything from the art of the deal and what really drives great negotiation, to why Canada’s funding system is failing entrepreneurs and independent companies. Kassie shares stories from the early days of Genuity, including a billion-dollar build from zero and tells an insider story about how he knew Lehman Brothers was heading for collapse. He also explains why he believes the rise of private credit could be the next financial accident waiting to happen.We dive into why Canada’s banking consolidation is choking liquidity, why independent dealers are disappearing, and how regulatory inaction has hurt innovation. He’s breaking new ground with his latest venture, Outcome Metric Asset Management, where the firm’s Canadian Equity Income Fund has earned the #1 Morningstar ranking in its category—out of several hundred funds—on a year-to-date basis over the past 12 months. Kassie pulls from decades of experience in investment banking, merchant banking, and startup investing to share hard-earned lessons on culture, strategy, and the difference between winning fast and winning smart.If you care about Bay Street, capital markets, private credit, or the future of innovation in Canada, this is a must-watch conversation with one of the most seasoned voices in Canadian finance.Timestamps00:00 Show intro02:30 How David Kassie became one of Canada’s most legendary deal makers04:50 What drives his entrepreneurial spirit? 07:15 The art of David Kassie’s deal11:00 Break11:40 What was David’s biggest win? The story behind Genuity15:25 What was it like during the 2008 financial crisis?17:00 The big problems with Canada’s funding environment22:50 Break23:20 How do you fight for space in the market?25:30 There is not enough capital in Canadian markets to support entrepreneurs27:30 What David has learned from his biggest mistakes31:30 How David knew the financial crisis was coming (hint: it involves Lehman Brothers)40:00 Why David thinks the next crisis could involve private credit43:05 David’s new fund at Outcome Metric Asset Management and why he’s so proud of it45:45 David’s view on what’s best for Canada’s future SponsorsFor over 25 years, Raymond James has been helping Canadians achieve their financial goals. Visit raymondjames.ca today to discover how you can live a life well planned.With $62 billion in assets, ATB Financial is powering possibilities for more than 820,000 financial services clients in Alberta and beyond. Visit ATB.com/inthemoney for more informationOver the last 45 years, Middlefield has helped Canadians build and preserve wealth through active management. Ask your financial advisor about Middlefield or learn more at middlefield.com today.Discover how The Murray Wealth Group can work for you by visiting MurrayWealthGroup.com. World Class Investing. Wealth built together.Linkshttps://inthemoneypod.com/ https://instagram.com/inthemoneypodhttps://facebook.com/profile.php?id=61569721774740 https://twitter.com/inthemoneypod https://tiktok.com/@[email protected] The information provided in this podcast is for informational purposes only and does not constitute financial, investment, or professional advice.The views expressed by the host and guests are their own and do not necessarily reflect the opinions of any organization or company. The host and guests may maintain positions in any securities discussed on the podcast. Always consult with a qualified financial advisor or professional before making any investment decisions.In the Money delivers expert stock picks, actionable ideas, and timely money management tips. Hosted by business journalist Amber Kanwar, each episode features interviews with top portfolio managers who suggest ways to achieve good returns. Covering everything from ETFs and Canadian stocks to global investing trends, dividend strategies, and risk management, this show is made for DIY investors, stock market enthusiasts, and anyone looking to sharpen their financial strategy.Contact: [email protected]#IntheMoney #Investing #StockMarket #CanadianInvesting #FinancialNews
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  • Gold Bull Market Isn't Over: 50-Year Mining Vet Ross Beaty
    Ross Beaty has been building mining companies for 50 years. From Pan American Silver to Equinox Gold, his name is synonymous with the Canadian resource sector. In this episode of In the Money with Amber Kanwar the legendary mining entrepreneur explains why gold’s surge past $3,300 may have plenty of room left. He breaks down how central banks, geopolitical chaos, and a growing distrust of the U.S. dollar are driving demand—and why tight supply could keep prices elevated.Amber and Ross discuss the underperformance of gold stocks vs bullion as well as the internal missteps and operational challenges that stalled Equinox Gold’s momentum. Beaty owns those missteps and lays out how the company is positioning for a rebound. Beaty weighs in on Trump-era tariffs, M&A in the mining sector, and misguided critical mineral policy in Canada. Plus, he shares how Chinese mining firms are scooping up assets while Western investors remain gun-shy. Beaty also explains why he believes Bitcoin isn’t a real threat to gold’s dominance.To end the interview, Ross shares the best and worst deals of his career, the Canadian mining leaders he admires, and why gold, silver, and copper still top his list. A must-watch for anyone investing in commodities, macro trends, or Canadian markets.Timestamps00:00 Show intro01:05 Did Ross anticipate this big gold rally?04:15 What is Ross’s guiding light when it comes to gold and what does the future hold?11:15 Break11:50 What usually drives a downside for gold?14:00 Ross’s view on crypto and what it means for gold16:20 The relationship between gold and gold stocks18:50 Discussing gold companies and what’s coming for them22:20 Break22:45 M&A in the gold sector26:10 What happened with Equinox Gold and what’s the path forward?31:55 Why Ross believes he needs to talk candidly about the problems with Equinox33:35 Has there been M&A interest in Equinox?37:40 Who does Ross admire and why he thinks Canada is a great place for mining (and hopes it stays that way)40:40 Ross’s rant on the obsession with critical minerals44:20 Ross on renewable energy: Trump is the king of chaos50:00 Rapid fire questions SponsorsFor over 25 years, Raymond James has been helping Canadians achieve their financial goals. Visit https://raymondjames.ca today to discover how you can live a life well planned.With $62 billion in assets, ATB Financial is powering possibilities for more than 820,000 financial services clients in Alberta and beyond. Visit https://ATB.com/inthemoney for more informationOver the last 45 years, Middlefield has helped Canadians build and preserve wealth through active management. Ask your financial advisor about Middlefield or learn more at https://middlefield.com today.Discover how The Murray Wealth Group can work for you by visiting https://MurrayWealthGroup.com. World Class Investing. Wealth built Together.Linkshttps://inthemoneypod.com/ https://instagram.com/inthemoneypodhttps://facebook.com/profile.php?id=61569721774740 https://twitter.com/inthemoneypod https://tiktok.com/@[email protected] The information provided in this podcast is for informational purposes only and does not constitute financial, investment, or professional advice.The views expressed by the host and guests are their own and do not necessarily reflect the opinions of any organization or company. The host and guests may maintain positions in any securities discussed on the podcast. Always consult with a qualified financial advisor or professional before making any investment decisions.In the Money delivers expert stock picks, actionable ideas, and timely money management tips. Hosted by business journalist Amber Kanwar, each episode features interviews with top portfolio managers who suggest ways to achieve good returns. Covering everything from ETFs and Canadian stocks to global investing trends, dividend strategies, and risk management, this show is made for DIY investors, stock market enthusiasts, and anyone looking to sharpen their financial strategy.Contact: [email protected]#IntheMoney #Investing #StockMarket #CanadianInvesting #FinancialNews
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  • Not Just Insurance Anymore: How Sun Life Surpassed Brookfield in Asset Management
    Sun Life may be known for insurance—but under CEO Kevin Strain, it's become a $1.5 trillion force in global asset management. In this episode of In the Money with Amber Kanwar, we sit down with Strain to uncover how this 160-year-old Canadian company has transformed into the country’s largest asset manager, now rivaling industry titans like Brookfield.Strain explains why Sun Life is going all-in on alternative assets like real estate, infrastructure, and private credit, and what that means for institutional and retail investors alike. He addresses the outflows at the company’s asset management arm and pushes back on the “problem child” label, revealing how that division continues to quietly generate close to a billion dollars a year in income. He also breaks down why Asia has become Sun Life’s biggest growth engine, and how its long-standing presence there gives it an edge.The conversation covers Kevin’s outlook on the Canadian economy and why he believes short-term pain could lead to long-term strength. He also addresses concerns about the company’s U.S. health insurance business and shares how Sun Life is experimenting with AI across the firm.Don’t miss this wide-ranging, honest conversation with one of Canada’s most influential CEOs.Timestamps00:00 Show Intro02:10 Strain’s path to become the CEO of Sun Life04:10 Sun Life’s history and reach06:50 A lot of people don’t know Sun Life is an asset manager that’s bigger than Brookfield10:35 Break11:10 Understanding Sun Life’s asset management business16:30 Sun Life’s massive Asia business19:50 Break20:20 What about tariffs? 25:15 Are the conditions right for Canadian companies to invest?27:20 Strain on investing in alternatives like real estate29:25 Sun Life’s real estate exposure 36:30 The U.S. health insurance business42:00 What is Kevin worried about?46:30 How is Sun Life using artificial intelligence?50:00 What about acquisitions?53:15 What was Kevin’s biggest mistake?55:30 What does Kevin want to leave behind as his legacy? SponsorsFor over 25 years, Raymond James has been helping Canadians achieve their financial goals. Visit raymondjames.ca today to discover how you can live a life well planned.With $62 billion in assets, ATB Financial is powering possibilities for more than 820,000 financial services clients in Alberta and beyond. Visit ATB.com/inthemoney for more informationOver the last 45 years, Middlefield has helped Canadians build and preserve wealth through active management. Ask your financial advisor about Middlefield or learn more at middlefield.com today.Discover how The Murray Wealth Group can work for you by visiting MurrayWealthGroup.com. World class investing. Wealth built together.Linkshttps://inthemoneypod.com/ https://instagram.com/inthemoneypodhttps://facebook.com/profile.php?id=61569721774740 https://twitter.com/inthemoneypod https://tiktok.com/@[email protected] The information provided in this podcast is for informational purposes only and does not constitute financial, investment, or professional advice.The views expressed by the host and guests are their own and do not necessarily reflect the opinions of any organization or company. The host and guests may maintain positions in any securities discussed on the podcast. Always consult with a qualified financial advisor or professional before making any investment decisions.In the Money delivers expert stock picks, actionable ideas, and timely money management tips. Hosted by business journalist Amber Kanwar, each episode features interviews with top portfolio managers who suggest ways to achieve good returns. Covering everything from ETFs and Canadian stocks to global investing trends, dividend strategies, and risk management, this show is made for DIY investors, stock market enthusiasts, and anyone looking to sharpen their financial strategy.Contact: [email protected]#IntheMoney #Investing #StockMarket #CanadianInvesting #FinancialNews.
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  • He Pushed for the Sale of InterRent—Now He Reveals Who Could Be Next
    In this episode of In the Money with Amber Kanwar, real estate investor Michael Missaghie of Arch Corporation isn't just waiting for the real estate market to turn, he's actively making it happen. His firm was behind pushing for the sale of InterRent. And he says that's just one of many REITs poised for a takeover. He names who could be next! Missaghie gives a behind-the-scenes look at the InterRent (IIP.UN) deal, where his firm took an activist stake to push for change. He breaks down how the transaction unfolded, why it cleared the market, and what it signals about the next wave of REIT consolidation.He also weighs in on the brewing trouble in Canada’s condo market and how distress in that space could get a lot worse before the next wave of opportunity.In the mailbag, Amber and Michael tackle some of the most talked-about real estate names: H&R REIT (HR.UN), First Capital (FCR.UN), Minto (MI.UN), Mainstreet (MEQ), Allied Properties (AP.UN), and the recent Go Residential IPO. He weighs in on who’s in play, where value is being missed, and why office REITs are still a tough bet despite return-to-work trends.To close the show, Michael shares his top three REIT picks right now: BSR REIT (HOM.U), a TSX-listed U.S. apartment play; Chartwell Retirement Residences (CSH.UN), a premium seniors housing name with M&A appeal; and Brookdale Senior Living (BKD), a U.S. turnaround story trading at a deep discount.If you're watching REITs, real estate, or M&A trends, this episode is packed with insight.Timestamps00:00 Show Intro02:20 Michael’s approach to real estate investing 04:20 What did staring during the crisis of 2008 teach him?05:35 Investing in public and private real estate08:45 How does the private market inform investing in the public market10:00 Is the market turning? Signs of inflection11:00 There’s trouble in the condo market, and there’s more to come14:50 Missaghie talks about his push for the sale of InterRent20:00 M&A and opportunity in the sector22:20 Should we expect to see more activism from Arch & Anson?23:30 What’s Michael’s long-short book? What’s the characteristic of things he’s shorting?25:00 ITM Mailbag: H&R REIT stock (HR.UN.TO)29:30 First Capital REIT stock (FCR.UN.TO)32:20 Minto REIT (MI.UN.TO)36:40 Mainstreet Equity stock (MEQ.TO)39:10 Dream Office REIT & Allied Properties REIT (D.UN.TO, AP.UN.TO) 42:50 Go Residential IPO (GO.UN.TO)44:00 Pro Picks (HOM.UN.TO, CSH.UN.TO, BKD) SponsorsThis episode is sponsored by BMO InvestorLine. Learn more at https://wealth.bmo.com/wealth/onboard/onlineinvesting/#/set-expectation?lang=en&ecid=pr-2886232INV1-JNBMO20For over 25 years, Raymond James has been helping Canadians achieve their financial goals. Visit raymondjames.ca today to discover how you can live a life well planned.Pro Picks is brought to you by ATB Financial. Visit ATB.com/inthemoney for more information. Linkshttps://inthemoneypod.com/ https://instagram.com/inthemoneypodhttps://facebook.com/profile.php?id=61569721774740 https://twitter.com/inthemoneypod https://tiktok.com/@[email protected] The information provided in this podcast is for informational purposes only and does not constitute financial, investment, or professional advice.The views expressed by the host and guests are their own and do not necessarily reflect the opinions of any organization or company. The host and guests may maintain positions in any securities discussed on the podcast. Always consult with a qualified financial advisor or professional before making any investment decisions.BMO DISCLAIMER Terms and conditions apply. BMO InvestorLine is a wholly owned subsidiary of Bank of Montreal. Member – Canadian Investor Protection Fund and Member of the Canadian Investment Regulatory Organization. The opinions and views expressed in this presentation are those of the presenter and not necessarily BMO InvestorLine Inc. This presentation is prepared as a general source of information and is not intended to provide legal, investment, accounting or tax advice, and should not be relied upon in that regard. If legal or investment advice or other professional assistance is needed, the services of a competent professional should be obtained. Any information contained in this presentation does not constitute and shall not be deemed to constitute advice, an offer to sell/purchase or as an invitation or solicitation to do so for any entity. The content of this presentation is based on sources believed to be reliable, but its accuracy cannot be guaranteed. BMO InvestorLine Inc. and its affiliates, sponsors and employees do not accept responsibility for the content and makes no representation as to the accuracy, completeness or reliability of the content and hereby disclaims any liability with regards to the same.In the Money delivers expert stock picks, market analysis, and timely investing insights. Hosted by business journalist Amber Kanwar, each episode features interviews with top portfolio managers and financial experts. Covering everything from ETFs and Canadian stocks to global investing trends, dividend strategies, and risk management, this show is made for DIY investors, stock market enthusiasts, and anyone looking to sharpen their financial strategy.Contact: [email protected]#IntheMoney #Investing #StockMarket #CanadianInvesting #FinancialNews
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About In the Money with Amber Kanwar

In the Money with Amber Kanwar brings you actionable ideas from top money managers to help you make profitable decisions. As one of Canada’s most recognizable business journalists and the former host of BNN Bloomberg’s Market Call, join Amber as her guests answer your questions on individual stocks and offer their best investment ideas.
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