Opendoor has skyrocketed more than 700% since Eric Jackson first tweeted about it this summer and he says the rally may just be getting started. In this episode of In the Money with Amber Kanwar, the Canadian hedge fund manager returns to explain how he went from an Opendoor skeptic in January to leading a retail “Open Army” that helped drive sweeping management changes, brought the founders back to the board, and turned the stock into his next Carvana-style bet. He's convinced a growing group of retail investors to get into the name and takes time everyday to try to get Drake on board. As he tells us, the rapper's head of security has joined the army and he's getting closer to the superstar too.

Jackson also reveals how our show played a role in his conviction on Better Home & Finance (BETR). After hearing about it here, he dug deeper, built a position, and unleashed the same retail energy that powered Opendoor, sending the stock soaring.

In Past Picks, Amber checks in on Jackson’s January calls: BTQ (BTQ) and Rigetti Computing (RGTI) which have soared, and Peloton (PTON), which has stayed flat. Find out which ones he’s still holding and why.

Then, in his Pro Picks segment, Jackson doubles down on Opendoor (OPEN) and Better (BETR), while adding two Bitcoin miners that are morphing into AI infrastructure plays: Cipher Mining (CIFR) and Iris Energy (IREN). He breaks down why both could ride the surging demand for data centre capacity and why retail investors are once again getting there before Wall Street.

Whether you’re fascinated by activist investing, looking for the next 100X opportunity, or just curious how a hedge fund manager can rally a global retail movement, this episode shows exactly how Jackson is rewriting the playbook on stock picking.

Timestamps
00:00 Show intro
08:00 Using AI to select new promising stocks like Carvana
09:30 Eric’s story on why and how he bought Carvana when most others had left it for dead
16:05 Is Opendoor (OPEN) the new Carvana (CVNA)?
22:00 The math that gets Eric to $82 per share on Opendoor
25:20 Why Eric says Opendoor is not like Gamestop
28:00 Eric’s history of activism and his approach to Opendoor
34:20 What Eric tells the haters
37:25 How did he get the idea to go to Drake’s house everyday & how close is Drake to buying shares?
43:40 Eric’s new bold position in Better Home & Finance (BETR) which was an idea from Dan Lewis on our show back in June
51:40 What about the risks? Shouldn’t investors just allocate a small part of their portfolios to this style of investing?
53:40 The Rising Dynasty: Why this style of investing can help the middle class
1:00:45: Eric’s Past Picks: BTQ Technologies (BTQ), Rigetti Computing (RGTI), Peloton (PTON)
1:05:35 Eric’s Pro Picks: IREN & CIFR

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.

Pro Picks is brought to you by ATB Financial. Visit https://ATB.com/inthemoney for more information

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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

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