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  4. 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.

Timestamps

00:00 Show intro

02:20 How did Bob get the name Bob Dhillon?

03:20 Bob’s origin story

06:00 How Bob got to Canada and created Mainstreet Equity

10:15 Break

11:00 The core principles of Mainstreet Equity

13:00 Why western Canada?

14:30 The stats on Mainstreet Equity

17:30 Mainstreet’s macro thesis

19:00 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 outlook

27:00 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 

Sponsors

For 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
information

Over 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.

Links

https://inthemoneypod.com/ 

https://instagram.com/inthemoneypod

https://facebook.com/profile.php?id=61569721774740 

https://twitter.com/inthemoneypod 

https://tiktok.com/@inthemoneypod

questions@inthemoneypod.com

DISCLAIMERS 

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: questions@inthemoneypod.com

#IntheMoney #Investing #StockMarket #CanadianInvesting
#FinancialNews
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„This Small-Cap Real Estate Stock is up 4000%: CEO Bob Dhillon on Beating REITS“

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