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PODCAST

Invest Smarter Podcast

The Invest Smarter is a podcast dedicated to providing insights on how to build wealth and create passive income streams through real estate investing, business and entrepreneurship so that you too can become a smarter investor. Released weekly on Tuesdays and Fridays, The Invest Smarter Podcast is hosted by Simon Castillo. The show will feature commentary and interviews with real estate experts who share their experiences on their journey to financial freedom.

business investing

All Episodes

13:54

ISP 280: Friday Look Back - Fix & Flips vs Passive...

Invest Smarter Podcast ·

2025/06/13

Episode 280: Friday Look Back - Fix & Flips vs Passive Real Estate Investing: Which Is Right For You? Host: Simon Castillo Join our host Simon Castillo for a one on one Friday Look Back episode as he reflects on: Regardless of which investment strategy you choose, the bottom line is - you have to take action Time commitment and how actively involved you need to be between fix & flips vs. passive real estate investing Understanding market dynamics&n...

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45:48

ISP 278: Building a Single Family Property Business

Invest Smarter Podcast ·

2025/06/10

Episode 278: Building a Single Family Property Business Host: Simon Castillo Guest: Bill Lockhart Join our host Simon Castillo with Bill Lockhart as they discuss: Wins and losses as a real estate investor We’re more than just investors - we’re problem solvers Subject 2 deals The importance of having a clear title to a property Real Estate is a team sport - it takes a team, it’s about having the right partners and the right people on your team.We hav...

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13:54

ISP 276: Friday Look Back - A Day in the Life of A...

Invest Smarter Podcast ·

2025/06/06

Episode 276: Friday Look Back - A Day in the Life of A Real Estate Investor Host: Simon Castillo Join our host Simon Castillo for a one on one Friday Look Back episode as he reflects on: The defensive improvement the Spurs showed during their recent games.Key performances from rising stars like Victor Wembanyama.The team’s growth and maturity as the season progresses.Fan reactions and what to expect moving forward.We have open investment opportunities. Want to learn more? ...

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10:25

ISP 277: How Do You Value Money?

Invest Smarter Podcast ·

2025/06/03

Episode 277: How Do You Value Money? Host: Simon Castillo Join our host Simon Castillo with Jim Lee to as they discuss: How interest rate volatility is shaping investor sentiment in today’s market,The growing uncertainty around tariffs and their ripple effects across industries,Why real estate investors are reassessing risk in light of global economic shifts,And actionable strategies to stay ahead in an evolving financial landscape.We have open investment opportunit...

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10:05

ISP 276: Friday Look Back - Lawsuit Risk & How to...

Invest Smarter Podcast ·

2025/05/30

Episode 276: Friday Look Back - Lawsuit Risk & How to Protect Yourself Host: Simon Castillo Join our host Simon Castillo for a one on one Friday Look Back episode as he reflects on: The hidden legal risks that can derail even the most well-run real estate ventures.Real-life lawsuits that reveal how one misstep can cost investors millions.Practical strategies to protect your assets through smart structures and policies.Why proactive risk management is the new must-have ...

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38:28

ISP 275: Creating The Path To Becoming A Real Estate...

Invest Smarter Podcast ·

2025/05/27

Episode 275: Creating The Path To Becoming A Real Estate Syndictor Host: Simon Castillo Join our host Simon Castillo with Jim Lee to as they discuss: Building a real estate portfolio What is multifamily syndication and why should people invest in it? Achieving your dreams through multifamily investments Investing in yourself through education Networking is key to success in the real estate industry The value of mentorship and masterminds&nbs...

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10:19

ISP 274: Friday Look Back - How I Bought A House for...

Invest Smarter Podcast ·

2025/05/23

Episode 274: Friday Look Back - How I Bought A House for $8,000 Host: Simon Castillo Join our host Simon Castillo for a one on one Friday Look Back episode as he reflects on: The recent shift in investor sentiment amid ongoing economic uncertainty.How inflation and interest rate expectations are reshaping the real estate landscape.Key insights from this week’s market movements and their broader implications.Strategies to stay focused and adaptable in a volatile investing e...

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8:58

ISP 273: Thinking About Leaving Your W2?

Invest Smarter Podcast ·

2025/05/20

Episode 273: Thinking About Leaving Your W2? Host: Simon Castillo Join our host Simon Castillo for a one-on-one episode as he reflects on: How today’s economic uncertainty is reshaping investor mindsetsThe hidden impacts of rising tariffs on real estate and developmentWhy fear-based decisions can derail your investment strategyWhat savvy investors are doing differently in a shifting marketWe have open investment opportunities. Want to learn more? Check out www.sastexascapital.comD...

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9:53

ISP 272: Friday Look Back - Do This to Find Your Next...

Invest Smarter Podcast ·

2025/05/16

Episode 272: Friday Look Back - Do This to Find Your Next Deal Host: Simon Castillo Join our host Simon Castillo for a one on one Friday Look Back episode as he reflects on: The impact of economic uncertainty on real estate investment strategies.How rising tariffs are influencing investor decisions and market behavior.Shifts in buyer sentiment and what they mean for property values.Key takeaways from the week and insights for navigating upcoming challenges.We have open inv...

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38:28

ISP 271: Creating The Path To Becoming A Real Estate...

Invest Smarter Podcast ·

2025/05/14

Episode 271: Creating The Path To Becoming A Real Estate Syndictor Host: Simon Castillo Guest: Jim Lee Simon Castillo is joined by Jim Lee to discuss: Building a real estate portfolio What is multifamily syndication and why should people invest in it? Achieving your dreams through multifamily investments Investing in yourself through education Networking is key to success in the real estate industry The value of mentorship and masterminds The ...

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10:33

ISP 270: Friday Look Back - Fed Pauses on Rates...

Invest Smarter Podcast ·

2025/05/09

Episode 270: Friday Look Back - Fed Pauses on Rates Again; What it Means Host: Simon Castillo Join our host Simon Castillo for a one on one Friday Look Back episode as he reflects on: The latest developments in economic uncertainty and what they mean for investors.The lingering impact of tariffs and international trade dynamics.How real estate professionals are adapting to shifting market signals.Insights into investor mindset and staying focused amid market noise.We h...

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8:39

ISP 269: The Mistake Beginning Investors Should Avoid

Invest Smarter Podcast ·

2025/05/07

Episode 269: The Mistake Beginning Investors Should Avoid Host: Simon Castillo Join our host Simon Castillo for a one-on-one episode as he reflects on: Navigating uncertainty in today’s real estate market.How rising tariffs impact investor confidence.Key strategies to stay resilient during economic shifts.Lessons learned from past market cycles.We have open investment opportunities. Want to learn more? Check out www.sastexascapital.comDownload our FREE E-Book - Multifamily Million...

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11:20

ISP 268: Friday Look Back - 5 Ways Your Rental is...

Invest Smarter Podcast ·

2025/05/02

Episode 268: Friday Look Back - 5 Ways Your Rental is Leaking Cash Host: Simon Castillo Join our host Simon Castillo for a one on one Friday Look Back episode as he reflects on: The five silent ways your rental property might be leaking cash — and how to fix them.What turns a once-promising asset into an “alligator property” devouring your profits.Real-world lessons from the week’s challenges in multifamily investing.How to cut through economic noise and keep a long-term, ...

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8:27

ISP 267: Signs Your Contractor May Be Going Under

Invest Smarter Podcast ·

2025/04/29

Episode 267: Signs Your Contractor May Be Going Under Host: Simon Castillo Join our host Simon Castillo for a one-on-one episode as he reflects on: How shifting economic tides and uncertainty are shaping investor sentimentThe real impact of tariffs on global markets and local business decisionsNavigating fear, risk, and opportunity in today’s real estate landscapeWhy staying adaptable is more critical than ever for long-term successWe have open investment opportunities. Want to le...

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11:28

ISP 266: Friday Look Back - Slower Is Faster in Real...

Invest Smarter Podcast ·

2025/04/25

Episode 266: Friday Look Back - Slower Is Faster in Real Estate Investing Host: Simon Castillo Join our host Simon Castillo for a one on one Friday Look Back episode as he reflects on: Why moving slower in real estate can actually lead to faster, more sustainable successHow the "tortoise vs. hare" mindset applies to building long-term wealthThe power of compounding through steady portfolio growthAvoiding costly mistakes by building systems, relationships, and resilience o...

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10:17

ISP 265: Take Decisive Action to Overcome Analysis...

Invest Smarter Podcast ·

2025/04/22

Episode 265: Take Decisive Action to Overcome Analysis Paralysis Host: Simon Castillo Join our host Simon Castillo for a one on one episode as he reflects on: Understanding Analysis ParalysisThe Power of MindsetThe Offer as a Starting PointStrategic PessimismEmbracing Failure as DataWe have open investment opportunities. Want to learn more? Check out www.sastexascapital.comDownload our FREE E-Book - Multifamily Millions - www.sastexascapital.com On the second w...

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9:17

ISP 264: Friday Look Back - Economic Uncertainty,...

Invest Smarter Podcast ·

2025/04/18

Episode 264: Friday Look Back - Economic Uncertainty, Tariffs and Real Estate Investors Host: Simon Castillo Join our host Simon Castillo for a one on one Friday Look Back episode as he reflects on: Tariffs Are Spiking Costs – Steel, lumber, and key materials are up 15–20% overnight. Delays & Vacancies Rising – Supply chain hiccups and hesitant buyers are slowing the market.Smart Investors Prepare – Fixed-rate loans, prefab solutions, and diversification are key ...

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12:08

ISP 263: How to Start Raising Capital

Invest Smarter Podcast ·

2025/04/15

Episode 263: How to Start Raising Capital Host: Simon Castillo Join our host Simon Castillo for a one on one episode as he reflects on: Discover a powerful shift in how investors approach opportunities.Learn why mindset may be the biggest obstacle to growth.Uncover the often-overlooked skill that separates average from exceptional.Explore how long-term success is built on more than just numbers.We have open investment opportunities. Want to learn more? Check out www...

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10:18

ISP 262: Friday Look Back - Fear Causes Paralysis

Invest Smarter Podcast ·

2025/04/04

Episode 262: Friday Look Back - Fear Causes Paralysis Host: Simon Castillo Join our host Simon Castillo for a one on one Friday Look Back episode as he reflects on: The gap between what property sellers believe their properties are worth and what buyers can realistically pay is growing.The Federal Reserve’s ongoing increases in interest rates pose challenges for multifamily investors.Current economic indicators, such as bank failures and recession fears, lead to diminishe...

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50:51

ISP 261: Building a Vertically Integrated Real Estate...

Invest Smarter Podcast ·

2025/04/01

Episode 261: Building a Vertically Integrated Real Estate Business Host: Simon Castillo Guest: Mark Updegraff Join our host Simon Castillo and Mark Updegraff as they reflect on: How to know when to pivot in your careerBuilding a business Finding people that you resonate with and asking questions Joining a mastermind and expanding your networkScaling your growing real estate business Gross Rent Multipliers Shifts in the housing industry Learning ...

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340 results

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