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

Where to listen?

Podcasts in the app Replaio Radio Coming soon

Podcasts are coming to the app soon. Install now and be the first to see a whole new take on podcasts

Get it on Google Play Install for free Android 5M+ downloads · 4.8 rating iOS soon

Episodes

ISP 322: Friday Look Back - What Ted Lasso Can Teach Us About Real Estate Investing 14.11.2025

Episode 322: Friday Look Back - What Ted Lasso Can Teach Us About Real Estate Investing Host: Simon Castillo  Join our host Simon Castillo for a one on one Friday Look Back episode as he reflects on:  7 Real Estate Lessons from watching Ted Lasso We have open investment opportunities. Want to learn more? Check out www.sastexascapital.com Download our FREE E-Book - Multifamily Millions - www.sastex...

ISP 321:Finding Hidden Multifamily Opportunities with Andrea Foley 11.11.2025

Episode 321: Finding Hidden Multifamily Opportunities with Andrea Foley  Host: Simon Castillo  Guest: Andrea Foley  Join our host Simon Castillo and  Andrea Foley  as they discuss: Buying hotels and converting to multifamily  Solutions for affordable housing  We have open investment opportunities. Want to learn more? Check out www.sastexascapital.com Download our FREE E-Book - Multifamily Millions...

ISP 320: Friday Look Back - What Ted Lasso Can Teach Us About Real Estate Investing 07.11.2025

Episode 320: Friday Look Back - What Ted Lasso Can Teach Us About Real Estate Investing Host: Simon Castillo  Join our host Simon Castillo for a one on one Friday Look Back where he reflects on:  7 Real Estate Lessons from watching Ted Lasso We have investment opportunities open and available NOW!  www.sastexascapital.com - Sign up for our newsletter to be notified when we have investment opportun...

ISP 319: Owning Your Future By Taking Your Skills and Knowledge To The Next Level with Adam Carswell 04.11.2025

Episode 319: Owning Your Future By Taking Your Skills and Knowledge To The Next Level with Adam Carswell Host: Simon Castillo  Guest: Adam Carswell Join our host Simon Castillo and Adam Carswell as they discuss: Raisemasters;  Raising Capital misconception - “If you find a great deal, the money will follow.” Do you agree?  The value of expanding your network through education;  Building your busin...

ISP 318: Friday Look Back - 4 Tips to Create Disciplined Habits That Lead to Sustaining the Best Version Of Yourself 31.10.2025

Episode 313: Friday Look Back - 4 Tips to Create Disciplined Habits That Lead to Sustaining the Best Version Of Yourself Host: Simon Castillo  Join our host Simon Castillo  as he reflects: The power of building wealth through real estate and how to achieve financial freedom via multi-family investing.  Tips on real estate investing, entrepreneurship, business, and even mindset.  Four ways to becom...

ISP 317: Is Angel Investing Right For You? 28.10.2025

Episode 315: Commit To The Process Host: Simon Castillo  Guest: Sebastian Garzon Join our host Simon Castillo and Sebastian Garzon as they discuss: Angel Investing Identifying your investment thesis  The team makes all the difference when it comes to the experience of the deal We have open investment opportunities. Want to learn more? Check out www.sastexascapital.com Download our FREE E-Book - Mu...

ISP 316: Friday Look Back - Should I Be Worried About the Bank Failures? 24.10.2025

Episode 316: Friday Look Back - Should I Be Worried About the Bank Failures? Host: Simon Castillo  Join our host Simon Castillo for a one on one Friday Look Back where he reflects on:   Three banks that have failed recently. Your deposits are safe if they are under $250,000, which is guaranteed by the government. The banking crisis was caused by banks' bad risk management of long-term treasur...

ISP 315: Commit To The Process 21.10.2025

Episode 315: Commit To The Process Host: Simon Castillo  Guest: Axel Ragnarsson Join our host Simon Castillo and Axel Ragnarsson as they discuss: When you’re a real estate investor, you’re a problem solver and a transaction engineer  Mistakes that beginner investors make  Not all multifamily deals are made equal  If you’re successful, other people want to do what you’re doing You have to commit to...

ISP 314: Friday Look Back - The Fed Fights Inflation & The Collapse of Silicon Valley Bank 17.10.2025

Episode 314:  Friday Look Back - The Fed Fights Inflation & The Collapse of Silicon Valley Bank Host: Simon Castillo  Join our host Simon Castillo for a one on one Friday Look Back where he reflects on:   The Fed's Shifting Stance on Inflation  A Paradoxical Economy   The Collapse of Silicon Valley Bank (SVB)   The Sledgehammer of Monetary Policy  How you can gain control of your retireme...

ISP 313: Learning How To Invest Smarter By Utilizing the 1031 Exchange and Delaware Statutory Trust (DST) 14.10.2025

Episode 313: Learning How To Invest Smarter By Utilizing the 1031 Exchange and Delaware Statutory Trust (DST)  Host: Simon Castillo  Guest: Juan Vargas Join our host Simon Castillo and Justin Kiehne  as they discuss: Coming to the realization that there are different pathways to growing financial stability aside from exchanging time for dollars  “If you’re open to opportunities, you will find oppo...

ISP 312: Facing Challenges Like a Champ 07.10.2025

Episode 312: Facing Challenges Like a Champ Host: Simon Castillo  Guest: Juan Vargas Join our host Simon Castillo and Juan Vargas as they discuss: Real estate is a business where you have to be a problem solver Building credibility as you build your network  How to compete for deals in a competitive market We have open investment opportunities. Want to learn more? Check out www.sastexascapital.com...

ISP 311: Friday Look Back - Take Back Control of Your Retirement Assets with a Self Directed IRA 03.10.2025

Episode 311: Friday Look Back - Take Back Control of Your Retirement Assets with a Self Directed IRA Host: Simon Castillo    Join our host Simon Castillo for a one on one Friday Look Back where he reflects on:  The missed opportunities when investors overlook their  401K and IRA accounts as a source of investment capital for real estate. How to take back control of your retirement assets by rollin...

ISP 310: That’s The Secret To Building Wealth 30.09.2025

Episode 310: That’s The Secret To Building Wealth Host: Simon Castillo  Guest: Yannik Cudjoe-Virgil Join our host Simon Castillo and Yannik Cudjoe-Virgil as they discuss: Time commitment  Financial bandwidth Rich vs. wealthy The modern day athlete Building generational wealth through real estate We have open investment opportunities. Want to learn more? Check out www.sastexascapital.com Download o...

ISP 309: Friday Look Back - Take Back Control of Your Retirement Assets with a Self Directed IRA 26.09.2025

Episode 309: Friday Look Back - Take Back Control of Your Retirement Assets with a Self Directed IRA Host: Simon Castillo  Join our host Simon Castillo for a one on one Friday Look Back where he reflects on:  How you can gain control of your retirement assets by using a  self-directed IRA. How much money do you have in a 401K plan and what is it invested in?  We have investment opportunities open...

ISP 308: If You Can Give, You Will Find A Way To Get Paid 23.09.2025

Episode 308: If You Can Give, You Will Find A Way To Get Paid  Host: Simon Castillo  Guest: Bronson Hill Join our host Simon Castillo and Bronson Hill as the discuss: There are different forms of financial freedom  The Golden Handcuffs The impact of having support from other successful individuals  Producing profound growth in our lives by allowing ourselves to become a little uncomfortable  Partn...

ISP 307: Friday Look Back - What Do Successful Individuals Do? 8 Strategies To Get This Right! 19.09.2025

Episode 307: Friday Look Back - What Do Successful Individuals Do? 8 Strategies To Get This Right!  Host: Simon Castillo  Join our host Simon Castillo for a one on one Friday Look Back where he reflects on:  Learn why waking up early, reading, and exercising are non-negotiable for success. Discover how writing down your goals and finding mentors can drastically shorten your learning curve and get...

ISP 306: If You Master Yourself, You Will Master The Market 16.09.2025

Episode 306: If You Master Yourself, You Will Master The Market Host: Simon Castillo  Guest: Jerremy Alexander Newsome Join our host Simon Castillo and Jerremy Alexander Newsome as they discuss: That was a 34 million dollar mistake  Beginning the entrepreneurship journey at a young age Fail with as many people watching as possible. Fail, as big as you can.  Everyone should taste blissful pure defe...

ISP 305: Friday Look Back - Angel Investing 101 & Could it Be Right For You? 12.09.2025

Episode 305: Friday Look Back - Angel Investing 101 & Could it Be Right For You? Host: Simon Castillo  Join our host Simon Castillo for a one on one Friday Look Back episode as he reflects on:  What angel investing is and how it works. The risks vs. rewards of backing early-stage startups. How angel investing compares to real estate opportunities. Is this the right strategy for you? We have op...

ISP 304: How Can The Busy W2 Professional Get Started In Real Estate? 09.09.2025

Episode 304: How Can The Busy W2 Professional Get Started In Real Estate? Host: Simon Castillo  Guest: Dan Calonge Join our host Simon Castillo and Dan Calonge as they discuss: Multifamily is a team sport  Balancing a W2 with being an investor  Giving back  The importance of aligning values  We have open investment opportunities. Want to learn more? Check out www.sastexascapital.com Download our F...

ISP 303: Friday Look Back - Momentum: How Do You Create It & How Do You Sustain It? 05.09.2025

Episode 303: Friday Look Back - Momentum: How Do You Create It & How Do You Sustain It?  Host: Simon Castillo  Join our host Simon Castillo for a one on one Friday Look Back episode as he reflects on:  How can you find momentum? What does it feel like to have momentum?  We have open investment opportunities. Want to learn more? Check out www.sastexascapital.com Download our FREE E-Book - Multi...

ISP 302: Investing In Yourself Is Key 02.09.2025

Episode 302: There Couldn’t Be A Better Time To Be An Entrepreneur Host: Simon Castillo  Guest: George Salas Join our host Simon Castillo and Nir Wittenberg  as the discuss: Changing mindset and beliefs  Getting to the point of needing something different in life  Identifying markets and properties  Defining arbitrage Reflecting on the effects of the Covid19 Pandemic We have open investment opport...

ISP 301: Friday Look Back - Investment Strategies That WORK! 29.08.2025

Episode 231: Friday Look Back - Investment Strategies That WORK! Host: Simon Castillo  Join our host Simon Castillo for a one on one Friday Look Back episode as he reflects on:  If you focus on value, you will always benefit from growth when growth happens  Value investing  What is a good deal in real estate? There are 3 buckets that investing and real estate translate to.  Value is always measure...

ISP 300: Passive Real Estate Investing Is Truly Magical, The Wealth That Passive Real Estate Investing Can Create For Families Is Life Changing 26.08.2025

Episode 300: Passive Real Estate Investing Is Truly Magical, The Wealth That Passive Real Estate Investing Can Create For Families Is Life Changing Host: Simon Castillo  Guest: Angie Aki  Join our host Simon Castillo and Angie Aki  as the discuss: Immense growth from wholesaling in real estate Set goals and be very clear about the desired outcome of those goals  Partner with others who have unique...

ISP 299: Friday Look Back - Why Multifamily Investing Makes Sense 22.08.2025

Episode 299: Friday Look Back - Why Multifamily Investing Makes Sense  Host: Simon Castillo  Join our host Simon Castillo for a one on one Friday Look Back episode as he reflects on:  If I could give the younger version of myself one piece of advice, it would be… You have to have some capital to begin investing in real estate Education is key We have open investment opportunities. Want to learn mo...

ISP 298: Industrial Real Estate In Inflationary & Recessionary Times 19.08.2025

Episode 298: Industrial Real Estate In Inflationary & Recessionary Times  Host: Simon Castillo  Guest: David Cruz-Palmer Join our host Simon Castillo and David Cruz-Palmer  as they discuss: Triple net leases  Bonus Depreciation  Are we in a recession?  Industrial real estate in inflationary and recessionary times  We have open investment opportunities. Want to learn more? Check out www.sastexa...

Listen to the Invest Smarter Podcast podcast in Replaio

Radio and podcasts in one app - free, with no sign-up. Install today and do not miss the launch

Get it on Google Play

Replaio is not a podcast publisher; show names, artwork and audio belong to their authors and are distributed through public RSS feeds.