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 22: Once You Become An Active Syndicator - You’re Signing Up For A Very Different Life 22.11.2022

Invest Smarter Podcast  Episode 22: Once You Become An Active Syndicator - You’re Signing Up For A Very Different Life Host: Simon Castillo  Guest: Saket Jain Producer: April Munson Simon Castillo is joined by Saket Jain to discuss:  You don’t have to leave your W2 job to build generational wealth Should everyone become an investor?  Once you become an active syndicator, you’re signing up for a ve...

ISP 21: Friday Look Back - How Buyers and Sellers Are Being Impacted By The Current Market In Real Estate 18.11.2022

Invest Smarter Podcast  Episode 21: Friday Look Back - How Buyers and Sellers Are Being Impacted By The Current Market In Real Estate  Host: Simon Castillo  Producer: April Munson Join our host Simon Castillo for a one on one Friday Look Back where he reflects on:  Wishing everyone a safe, warm and happy Thanksgiving!  What is the meaning of the word ‘syndication’?  What is the risk associated wit...

ISP 20: There Couldn't Be A Better Time To Be An Entrepreneur 15.11.2022

Invest Smarter Podcast  Episode 20: There Couldn’t Be A Better Time To Be An Entrepreneur Host: Simon Castillo  Guest: Nir Wittenberg  Producer: April Munson Simon Castillo is joined by Nir Wittenberg to discuss:  Achieving a passive income lifestyle Positioning yourself to be focused on the returns;part of real estate  The value of utilizing systems  Celebrate all of your ‘wins’ Nir had an IT car...

ISP 19: Friday Look Back -What Would Simon Do If He Had To Start His Career In Real Estate All Over Again Today? 11.11.2022

Invest Smarter Podcast  Episode 19: Friday Look Back - What Would Simon Do If He Had To Start His Career In Real Estate All Over Again Today?  Host: Simon Castillo  Producer: April Munson Join our host Simon Castillo for a one on one Friday Look Back where he reflects on:  Growing your circle of influence  Reflecting on Simon’s first real estate investment  Going from being a passive investor to b...

ISP 18: The Power Of Tax Benefits In Real Estate Investing 08.11.2022

Invest Smarter Podcast  Episode 18: The Power Of Tax Benefits In Real Estate Investing  Host: Simon Castillo  Guest: K Trevor Thompson Producer: April Munson Simon Castillo is joined by K Trevor Thompson to discuss:  The power of networking  How to monitor your investments and what to do when a deal isn’t advertised well  The power of tax benefits in real estate investing   The Compound Effect  Tr...

ISP 17: Friday Look Back - THIS Is How You Build A Bulletproof Mindset 04.11.2022

Invest Smarter Podcast  Episode 17: Friday Look Back - THIS Is How You Build A Bulletproof Mindset  Host: Simon Castillo  Producer: April Munson Join our host Simon Castillo for a one on one Friday Look Back where he reflects on:  Go to www.sastexascapital.com to join our email list and join our newsletter to get more tips and insights to stay connected with us on new investment opportunities!  Fe...

ISP 16: Educate Yourself and Take Action 01.11.2022

Invest Smarter Podcast  Episode 16: Educate Yourself and Take Action  Host: Simon Castillo  Guest: Matt Hansen Producer: April Munson Simon Castillo is joined by Matt Hansen to discuss:  Leaving corporate America and entering real estate  Difference between investing in multifamily vs single family  The importance of vetting your sponsor  Being a General Partner is not for everyone  The difference...

ISP 15: Friday Look Back - Wealth & Whiskey And A Deep Dive On The State Of The Market 28.10.2022

Invest Smarter Podcast  Episode 15: Friday Look Back - Wealth & Whiskey And A Deep Dive On The State Of The Market  Host: Simon Castillo  Producer: April Munson Join our host Simon Castillo for a one on one Friday Look Back where he reflects on:  We are so proud of our newest investment product for our investor partners!  First Wealth and Whiskey Meet-Up in San Antonio!  Deep dive on the state...

ISP 14: Real Estate Is The Best Vehicle For Taking Financial Control Of Your Life 25.10.2022

Invest Smarter Podcast  Episode 14: Real Estate Is The Best Vehicle For Taking Financial Control Of Your Life Host: Simon Castillo  Guest: John Pearl Producer: April Munson 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 yo...

ISP 13: Friday Look Back - Start Small But Think Big 21.10.2022

Invest Smarter Podcast  Episode 13: Friday Look Back - Start Small But Think Big  Host: Simon Castillo  Producer: April Munson Join our host Simon Castillo for a one on one Friday Look Back where he reflects on:  Investment opportunity announced!  506(b) offering available  Questions? Head over to SAStexascapital.com or email Simon at simon@sastexascapital.com The concept of arbitrage 401K loan fe...

ISP 12: I Can Scale This - This Is Possible 18.10.2022

Invest Smarter Podcast  Episode 12: I Can Scale This - This Is Possible  Host: Simon Castillo  Guest: Kenneth Sumners  Producer: April Munson Simon Castillo is joined by Kenneth Sumners to discuss:  Transitioning from single family to multifamily  Having a partner that you know, like and trust Taking deals to industry experts for feedback Building a great team Investing in yourself and breaking ba...

ISP 11: Friday Look Back - How Do I Get Started Investing Passively? 14.10.2022

Invest Smarter Podcast  Episode 11: Friday Look Back - How Do I Get Started Investing Passively?  Host: Simon Castillo  Producer: April Munson Join our host Simon Castillo for a one on one Friday Look Back where he reflects on:  Subscribe to SASTexasCapital’s newsletter Real estate provides great tax benefits  Finding a sponsor that you know and trust How to get started investing passively  Launch...

ISP 10: Wealthy Doctor Secrets with TJ Visiodei 11.10.2022

Invest Smarter Podcast  Episode 11: Wealthy Doctor Secrets with TJ Visiodei  Host: Simon Castillo  Guest: TJ Visiodei Producer: April Munson Simon Castillo is joined by TJ V to discuss:  The difference between being rich and wealthy Attracting the right people for the right deals  A former neuroscientist at The Johns Hopkins University, TJ Visiodei is the founder of ACTS Decentralized Real Estate...

ISP 9: Friday Look Back - How To Make Money & How To Preserve Money 07.10.2022

Invest Smarter Podcast  Episode 9: Friday Look Back - How To Make Money & How To Preserve Money Host: Simon Castillo  Producer: April Munson Join our host Simon Castillo for a one on one Friday Look Back where he reflects on:  Current status of deals in San Antonio What is a sophisticated investor? Schedule a call and get connected with Simon Castillo  Lack of financial education  How to make...

ISP 8: Start With The End In Mind 04.10.2022

Invest Smarter Podcast  Episode 8: Start With The End In Mind  Host: Simon Castillo  Guest: Sandhya Seshadri Producer: April Munson Simon Castillo is joined by Sandhya Seshadri to discuss:  Achieving the role of Lead Sponsor in a deal  Being an active / passive investor  The value of investing in relationships  Agency debt coming back in a huge way  Individuals who invest based on emotion  If it’s...

ISP 7: Friday Look Back - 2 Skills YOU NEED On Your Journey To Building Wealth 30.09.2022

Invest Smarter Podcast  Episode 7: Friday Look Back - 2 Skills YOU NEED On Your Journey To Building Wealth Host: Simon Castillo  Producer: April Munson Join our host Simon Castillo for a one on one Friday Look Back where he reflects on:  Current deals at SAS Texas Capital Hurricane Ian  The infinite value of building your skills and acquiring your education  The significance of investing in yourse...

ISP 6: Multifamily Real Estate Investing Can Change Your Life 27.09.2022

Invest Smarter Podcast  Episode 6: Multifamily Real Estate Investing Can Change Your Life Host: Simon Castillo  Guest: Ohm Culpepper  Producer: April Munson Simon Castillo is joined by Ohm Culpepper to discuss:  Getting started in real estate by flipping homes  Turning focus toward multifamily investing  Educating yourself is key to become active in this industry  If you want to mitigate risk, and...

ISP 5: How To Get Started In Real Estate Investing With Enough Capital To Match Your Budget 23.09.2022

Invest Smarter Podcast  Episode 5: How To Get Started In Real Estate Investing With Enough Capital To Match Your Budget Host: Simon Castillo  Producer: April Munson Join our host Simon Castillo for a one on one Friday Look Back where he reflects on:  Due Diligence  How to get started in real estate investing  Hos can I get started in real estate and the stock market? 95% will never think about own...

ISP 4: Taking Action and Failing Forward 20.09.2022

Invest Smarter Podcast  Episode 4: Taking Action and Failing Forward  Host: Simon Castillo  Guest: Jeffrey Donis Producer: April Munson Simon Castillo is joined by Jeffrey Donis to discuss:  Living your dream  Overcoming analysis paralysis  Wholesaling in real estate Taking action and failing forward  Jeffrey Donnis is a real estate investor and syndicator. Jeffrey and his two brothers started inv...

ISP 3: Friday Look Back - Using Real Estate To Build Wealth 16.09.2022

Invest Smarter Podcast  Episode 3: Friday Look Back - Using Real Estate To Build Wealth Host: Simon Castillo  Producer: April Munson Join our host Simon Castillo for a one on one Friday Look Back where he reflects on:  Launching the show New property under contract  Using real estate to build wealth Making your first real estate investment in 2004  BRRRR Method  The impact of the 2008 financial cr...

ISP 1: Real Estate Is The Vehicle That Builds Wealth 13.09.2022

Invest Smarter Podcast  Episode 1: Real Estate Is The Vehicle That Builds Wealth Host: Simon Castillo  Guest: Devin Elder Producer: April Munson Simon Castillo is joined by Devin Elder to discuss:  Financial freedom The road to entrepreneurship  If you’re scared - GOOD! That means you’re growing  Pursuing your education; investing in yourself  Building a business where everyone wins  Devin Elder i...

ISP 2: It Takes A Team 13.09.2022

Invest Smarter Podcast  Episode 2: It Takes A Team  Host: Simon Castillo  Guest: Brian Head Producer: April Munson Simon Castillo is joined by Brian Head to discuss:  House hacking  Understanding your ‘why’  Scaling your business  Putting time into education  Getting outside of your comfort zone and taking on new challenges Brian Head is the Founder of Head Start Equity, a real estate private equi...

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