Keith Wasserman – Real Estate Investing - [Invest Like the Best, EP.120]

Keith Wasserman – Real Estate Investing - [Invest Like the Best, EP.120]

My guest this week is Keith Wasserman, co-founder of the real estate investment firm Gelt. This was my first fully dedicated conversation on direct real estate investing, so we cover many different topics, including the pros and cons of different types of real estate, current valuations, risk vs. reward, tax protection, and the most interesting emergent areas. You can tell Keith is an entrepreneur at heart so I enjoyed his energy and all that he has learned. Please enjoy. For more episodes go to InvestorFieldGuide.com/podcast. Sign up for the book club, where you’ll get a full investor curriculum and then 3-4 suggestions every month at InvestorFieldGuide.com/bookclub. Follow Patrick on Twitter at @patrick_oshag Show Notes 1:15 - (First Question) – Their interest in apartments and mobile homes as investments 2:32 – The returns spectrum for different classes of real estate 4:03 – His early entrepreneurial ventures and the start of Gelt 7:45 – Don’t be afraid of negotiating 8:34 – Going through early deals in real estate 11:57 – How he determines when it’s time to sell a property 14:13 – How do they think about taxes in their investment offerings 16:57 – Depreciation strategies in real estate investing 18:27 – The evolution of the types of real estate properties they’ve invested in 21:41 – Most important factors when evaluating a building to invest in 23:50 – Barriers to entry 25:41 – Changes in his cost of capital 28:51 – Cost of debt and deciding how much to put into a building 30:33 – A look at the competition 34:51 – Effective marketing strategies 37:07 – How demographics impact their strategies 39:11 – The co-living space 40:34 – Cloud kitchens and how he would invest in these 46:11 – How autonomous vehicles will impact real estate 47:52 – Pros and cons of developing new properties vs buying existing ones 49:59 – Early stage investing interest 53:48 – Favorite business/entrepreneur story 55:10 – Advice for younger entrepreneurs 57:09 – Kindest thing anyone has done for Keith Learn More For more episodes go to InvestorFieldGuide.com/podcast. Sign up for the book club, where you’ll get a full investor curriculum and then 3-4 suggestions every month at InvestorFieldGuide.com/bookclub

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Ben Horowitz - Backing America’s Future - [Invest Like the Best, EP.457]

Ben Horowitz - Backing America’s Future - [Invest Like the Best, EP.457]

My guest today is Ben Horowitz, the co-founder of Andreessen Horowitz. Since its founding in 2009, a16z has grown into one of the most influential firms in venture capital, reshaping how technology co...

3 Helmi 55min

Gokul Rajaram - Lessons from Investing in 700 Companies - [Invest Like the Best, EP.456]

Gokul Rajaram - Lessons from Investing in 700 Companies - [Invest Like the Best, EP.456]

My guest today is ⁠Gokul Rajaram⁠, Founding Partner at Marathon Management. Gokul is one of the most prolific product builders and investors of the last twenty years. He has built the core ad and prod...

29 Tammi 1h 16min

Patrick O’Shaughnessy - Creating on Principle - [Invest Like the Best, EP.455]

Patrick O’Shaughnessy - Creating on Principle - [Invest Like the Best, EP.455]

This week is a special episode. Only David Senra could get me to be on the other side of the mic. Because I don’t plan on being interviewed often, I wanted to share this conversation, which I so enjoy...

20 Tammi 2h 6min

Tom Digan & Greg Stewart - Building the World’s Best Fitness App - [Invest Like the Best, EP.454]

Tom Digan & Greg Stewart - Building the World’s Best Fitness App - [Invest Like the Best, EP.454]

My guests today are Tom Digan and Greg Stewart. Tom is the co-founder of Ladder, and Greg is its CEO. Ladder was my first angel investment. What followed over the next seven years is one of the most ...

13 Tammi 1h 14min

Reed Hastings - Building Netflix - [Invest Like the Best, EP.453]

Reed Hastings - Building Netflix - [Invest Like the Best, EP.453]

My guest today is Reed Hastings, the co-founder and former longtime CEO of Netflix. Netflix is an example of two ideas that everyone talks about, but are extremely hard to do in practice. The first i...

6 Tammi 1h 2min

Nick Kokonas - Know What You Are Selling - [Invest Like The Best, REPLAY]

Nick Kokonas - Know What You Are Selling - [Invest Like The Best, REPLAY]

Today, I am replaying my conversation with Nick Kokonas, one of my favorites from the show. Nick is the co-founder of 3 of the best restaurants and bars in America - Alinea, Next, and The Aviary as...

30 Joulu 20251h 17min

Ric Elias - The Art of Living Well - [Invest Like The Best, CLASSICS]

Ric Elias - The Art of Living Well - [Invest Like The Best, CLASSICS]

Ric Elias - The Art of Living Well - [Invest Like The Best, CLASSICS] Welcome to this classic episode. Classics are my favorite episodes from the past 10 years, published once a month. These are N of...

23 Joulu 20251h 25min

Henry Ellenbogen - Man Versus Machine - [Invest Like the Best, EP.452]

Henry Ellenbogen - Man Versus Machine - [Invest Like the Best, EP.452]

My guest today is Henry Ellenbogen, founder and Managing Partner of Durable Capital Partners. Henry built his reputation at T. Rowe Price, where he led the New Horizons Fund and turned it into one of ...

16 Joulu 20251h 47min

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