Simon Castillo

Invest Smarter Podcast

Business EN ↓ 372 episodes

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. 

Author

Simon Castillo

Category

Business

Latest episode

Jul 7, 2026

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Episodes

ISP 372: Navigating Industrial Real Estate with Angel Gonzalez 07.07.2026

Host: Simon Castillo  Guests: Angel Gonzalez Simon Castillo is joined by Angel Gonzalez to discuss:  What does servant leadership mean to you?  The importance of building lasting relationships Bridging single family to commercial family  The future landscape of investing over the next 12 months We have open investment opportunities. Want to learn more? Check out www.sastexascapital.com Download ou...

ISP 371: Flashback Episode: Real Estate Is The Best Vehicle For Taking Financial Control Of Your Life with John Pearl 30.06.2026

Episode371: Flashback Episode: Real Estate Is The Best Vehicle For Taking Financial Control Of Your Life with John Pearl Host: Simon Castillo  Guest: John Pear Simon Castillo is joined by John Pearl to discuss:  Trading time for money  Freedom Investor Radio Communication is key  Start storing money to invest it  Stay focused on your long term goals  Keep your ‘why’ in the front of your mind  We h...

ISP 370: Understanding Your Risk Tolerance 23.06.2026

Invest Smarter Podcast  Episode 370: Understanding Your Risk Tolerance Host: Simon Castillo  Producer: April Munson Join our host Simon Castillo as he reflects on:  Risk Tolerance / Investor Tolerance  Understanding different types of risk The appropriateness of your investment should match your goals  Identify deals that align with your goals   We have open investment opportunities. Want to learn...

ISP 369: Investing in the Booming Austin, TX Market with Andrew Campbell 16.06.2026

Host: Simon Castillo  Guest: Andrew Campbell Simon Castillo is joined by Andrew Campbell to discuss:  “Working in real estate is more about freedom than retirement” What is your process around raising capital?  What challenges did you encounter raising capital?  Every investor and every investment is different Andrew Campbell is a native Austinite and Managing Partner at Wildhorn. He is a real est...

ISP 368: Building Success with Industrial Flex Space 09.06.2026

Episode 368: Building Success with Industrial Flex Space Host: Simon Castillo  Guest: Shannon Robnett Simon Castillo is joined by Shannon Robnett to discuss:  We’re not looking at a new real estate market - we’re looking at instability  People are looking for leaders  Navigating change in the marketplace  What you can’t find, you can usually build  What does the debt structure look like for these...

ISP 367: My Real Estate Investing Journey on the Multifamily Insights Podcast 02.06.2026

Invest Smarter Podcast  Episode 367: My Real Estate Investing Journey on the Multifamily Insights Podcast Host: John Casmon Guest: Simon Castillo  John Casmon is joined by Simon Castillo on the Multifamily Insights Podcast to discuss:  Networking opening up a whole new world to passive investing  The hardest part of becoming a general partner  The importance of shifting your mindset  Multifamily i...

ISP 366: 3 Mistakes to Avoid as a Passive Investor 26.05.2026

Invest Smarter Podcast  Episode 366: 3 Mistakes to Avoid as a Passive Investor  Host: Simon Castillo  Guest: Wayne Courreges III  Join our host Simon Castillo as he reflects on:  Three of the most common mistakes that you want to avoid as a new passive investor  Accelerate your learning curve based on others success  Understand who the players are on a deal  The impact of networking and vetting th...

Isp 365: Get your Money out of Prison & Generate Passive Income with Chris Miles 19.05.2026

Host: Simon Castillo  Guest: Chris Miles Simon Castillo is joined by Chris Miles to discuss:  God gave me the ability to bless lives, why not use it “It will take a miracle for me to be able to retire.”  Real Estate is a safe and proven way to grow your wealth that actually works  You tend to attract people who are like you  You should have ‘smart debt’  Your mortgage is an asset  Chris Miles, the...

ISP 364: From the U.S. Marine Corps to Successful Real Estate Investor with Wayne Courreges III 12.05.2026

Invest Smarter Podcast  Episode 364: From the U.S. Marine Corps to Successful Real Estate Investor with Wayne Courreges III Host: Simon Castillo  Guest: Wayne Courreges III  Simon Castillo is joined by Wayne Courreges III to discuss:  Find the right sponsor / general team to invest with  What is your involvement with decision making Philosophy on asset management  Everything around what we do is a...

ISP 363: From Being in Debt to Building Wealth with Tim Little 05.05.2026

Invest Smarter Podcast  Episode 363: From Being in Debt to Building Wealth with Tim Little  Host: Simon Castillo  Guest: Tim Little Simon Castillo is joined by Tim Little to discuss:  Tenant experiences  Structuring the 1031 Exchange  Tax strategies  Overcoming student debt and growing financially as an investor  Building up a network and reputation as an operator  We have open investment opportun...

ISP 362: Investing in Stable Assets Using an Income Fund w/ Nic DeAngelo 28.04.2026

Invest Smarter Podcast  Episode 362: Investing in Stable Assets Using an Income Fund w/ Nic DeAngelo Host: Simon Castillo  Guest: Nic DeAngelo Simon Castillo is joined by Nic DeAngelo to discuss:  Connecting with the right individuals who maintained the right mindset  Real estate takes time to perform  Looking at a portfolio’s average interest rate  Knowing when to pivot in your business  We have...

ISP 361: Ground Up Development in Brooklyn, NY with Aaron Yassin 21.04.2026

Invest Smarter Podcast  Episode 361: Ground Up Development in Brooklyn, NY with Aaron Yassin Host: Simon Castillo  Guest: Aaron Yassin Simon Castillo is joined by Aaron Yassin to discuss:  Combining a passion for art and real estate: It’s not just the aesthetics of a building, it’s everything about the building  In all investments, there are risks  Reliance on market conditions and other external...

ISP 360: Own Your Time and Make a Lasting Impact In Your Work with Marcus Arredondo 14.04.2026

Invest Smarter Podcast  Episode 360: Own Your Time and Make a Lasting Impact In Your Work with Marcus Arredondo  Host: Simon Castillo  Guest: Marcus Arredondo Simon Castillo is joined by Marcus Arredondo to discuss:  Owning your time  The value of making an impact in your work  “We’re not real estate investors, we’re problem solvers.”  How do you properly vet a property manager?  The ups and downs...

ISP 359: Building Wealth with a Marine Mindset 07.04.2026

Invest Smarter Podcast  Episode 359: Building Wealth with a Marine Mindset Host: Simon Castillo  Guest: Shelon ‘Hutch’ Hutchinson  Simon Castillo is joined by Shelon ‘Hutch’ Hutchinson to discuss:  Where and how to start as a real estate investor Ownership is a long term pathway to prosperity Setting a goal and taking action, is often a missing piece with real estate investors  Military experience...

ISP 358: Diversify Using New Real Estate Classes with Jonathan Cattani 31.03.2026

Invest Smarter Podcast  Episode 358: Diversify Using New Real Estate Classes with Jonathan Cattani Host: Simon Castillo  Guest: Jonathan Cattani Simon Castillo is joined by Jonny Cattani to discuss:  RaiseMasters Mastermind   This is where true wealth is made and preserved  How to communicate with investors and give them a sense of security to trust you with their capital  What is the draw for an...

ISP 357: Friday Look Back - What Every Passive Investor Should Do Before Investing in a Real Estate Syndication 27.03.2026

Invest Smarter Podcast  Episode 357: Friday Look Back - What Every Passive Investor Should Do Before Investing in a Real Estate Syndication Host: Simon Castillo  Producer: April Munson Join our host Simon Castillo for a one on one Friday Look Back where he reflects on: Ask for references from other investors  As a passive investor, you should understand what the strategy is  Review the syndication...

ISP 356: Friday Look Back - Do You Have a Real Estate Investor Mindset? 20.03.2026

Host: Simon Castillo  Join our host Simon Castillo for a one on one Friday Look Back where he reflects on: Do you have a real estate investor’s mindset?  Having clarity that you can’t always control your circumstances, but you can control how you respond to those circumstances Limiting beliefs are powerful hurdles that we all have to overcome Think of yourself as an entrepreneur rather than an inv...

ISP 355: Finding a Niche in Self Storage 17.03.2026

Episode 355: Finding a Niche in Self Storage Host: Simon Castillo  Guest: Russell Nersesov Join our host Simon Castillo and Russell Nersesov as they discuss: It takes a village to work on a multifamily project  Is there a huge difference between the financials, economics, and returns that investors see in self storage compared to multifamily?  How to recognize a good investment deal?  We have open...

ISP 354: Friday Look Back - Understanding Syndication Structures 13.03.2026

Episode 354: Friday Look Back - Understanding Syndication Structures Host: Simon Castillo  Join our host Simon Castillo for a one on one Friday Look Back where he reflects on: We have short term investment opportunities open to you right now!  Understanding syndications and their structures  You need to know where to start before you know if an investment is a good fit for you  Components that you...

ISP 353: Scaling Rapidly with Commercial Real Estate Featuring Carlos Salguero 10.03.2026

Episode 353: Scaling Rapidly with Commercial Real Estate Featuring Carlos Salguero Host: Simon Castillo  Guest: Carlos Salguero Join our host Simon Castillo and Carlos Salguero as they discuss: What is the best vehicle to invest my money?  Attracting talent is an essential part of scaling a business to any significant size  The value of building the right team in your business  The importance of t...

ISP 352: Friday Look Back - Capital Preservation is the #1 Metric to Look For 06.03.2026

Episode 352: Friday Look Back - Capital Preservation is the #1 Metric to Look For  Host: Simon Castillo  Join our host Simon Castillo for a one on one Friday Look Back where he reflects on: What does capital preservation mean?  The importance of focusing on capital preservation Our number 1 priority - we focus on how to not lose money  5 pillars that make up our capital preservation strategy  We h...

ISP 351: 4000 Units as a Full-Time CPA 03.03.2026

Episode 351: 4000 Units as a Full-Time CPA  Host: Simon Castillo  Guest: Scott Jacobson Join our host Simon Castillo and Scott Jacobson as they discuss: “Your W2 won’t build wealth for you, the way that real estate can.”  Have a good firm grasp of the fundamentals of investing  Grow your education and grow your team Integrity in real estate - your word is your bond  1035 Exchange  We have open inv...

ISP 350: Friday Look Back - Mailbag: Pro’s and Cons of Subject To Deals 27.02.2026

Episode 350: Friday Look Back - Mailbag: Pro’s and Cons of Subject To Deals  Host: Simon Castillo  Join our host Simon Castillo for a one on one Friday Look Back where he reflects on: What is a Subject To deal?  Why would anyone sell a property ‘Subject To’?  What are the risks to the seller and the buyer in a Subject To deal?  What is the seller’s outlook in the next few years?  How can you prese...

ISP 349: Building Wealth With Customizable Funds Featuring Jeff Greenberg 24.02.2026

Episode 349: Building Wealth With Customizable Funds Featuring Jeff Greenberg Host: Simon Castillo  Guest: Jeff Greenberg Join our host Simon Castillo and Brian Bradley as they discuss: Running a business alongside the right team  Opportunities present themselves often when people are not looking - be ready to jump when it presents itself Jeff Greenberg discusses his funds  Protecting investor cap...

ISP 348: Friday Look Back - Mailbag: Pro’s and Cons of Subject To Deals 20.02.2026

Episode 348: Friday Look Back - Mailbag: Pro’s and Cons of Subject To Deals  Host: Simon Castillo  Join our host Simon Castillo for a one on one Friday Look Back episode as he reflects on:  What is a Subject To deal?  Why would anyone sell a property ‘Subject To’?  What are the risks to the seller and the buyer in a Subject To deal?  What is the seller’s outlook in the next few years?  How can you...

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