Invest Smarter Podcast

Simon Castillo
  • 5.0 (25)
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  • UPDATED BIWEEKLY

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. 

  1. 9H AGO

    ISP 339: Friday Look Back - Why Spending $20,000 on a Coaching Program is Worth It

    Host: Simon Castillo  Producer: April Munson Join our host Simon Castillo for a one on one Friday Look Back where he reflects on: Celebrating compliments on our December 2022 deal as it shows confidence in our ability as operators to take the property to full potential The benefits of joining a paid program Having access to a network of people who will elevate your level of thinking At the end of the day, “you have to do the work”We 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 wednesday of every month, we have the Wealth and Whiskey Meet Up - For more information, head over to www.sastexascapital.com Looking for investment opportunities? - Learn more at www.sastexascapital.comWe now have a free private Facebook group! - Name of group: Wealth & Whiskeywww.sastexascapital.com - Sign up for our newsletter to be notified when we have investment opportunities available  Simon Castillo is a real estate investor & business development executive from San Antonio, TX. Simon began investing in real estate in 2004 and is currently invested in more than $39 million of single family and multifamily assets both as a general partner and limited partner. Simon’s experience includes providing safe, stable returns for investors, real estate development, value add investing and investing for long term cash flow.    Simon is the Principal and Founder of SAS Texas Capital, a real estate firm focused on raising capital for the acquisition of value-add, class B & C multifamily properties. SAS Texas Capital has raised over $1 million in investor capital for the purchase of these assets.    Simon holds a Master’s Degree in Finance from St. Mary’s University in San Antonio. In addition to his extensive professional experience, Simon serves as Chair for the prestigious Alexander Briseno Leadership Development Program (ABLDP) offered through the San Antonio Hispanic Chamber of Commerce, President for the South Texas Chapter for the Risk Management Society, and serves on the St. Mary’s University Greehey School of Business Finance & Risk Management Advisory Board. Connect with Simon Castillo:  Website:  www.sastexascapital.com Newsletter: https://mailchi.mp/9055ec64716e/newsletter Facebook - https://www.facebook.com/profile.php?id=100073324501384 Twitter - https://www.twitter.com/SimonCastilloJr/  Calendly: 15 min call or 45 min podcast - https://calendly.com/sastexascapital  YouTube - https://www.youtube.com/channel/UCigqGLXB0Cr-yUIIJsgZlQg Tiktok - @sasinvest Instagram – http://instagram.com/thesimoncastillo

    14 min

  2. 3D AGO

    ISP 338: Real Estate Investing Using a Fund with Brian Head

    Episode 338: Real Estate Investing Using a Fund with Brian Head Host: Simon Castillo  Guest: Brian Head Join our host Simon Castillo and Brian Head as they discuss: The value of ‘time blocking’ Economic changes in the market Affordability leading to more individuals renting rather than purchasing homes Changes in interest rates Are you comfortable asking people for money? Diversification in your investments We 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 wednesday of every month, we have the Wealth and Whiskey Meet Up - For more information, head over to www.sastexascapital.com Looking for investment opportunities? - Learn more at www.sastexascapital.comWe now have a free private Facebook group! - Name of group: Wealth & Whiskeywww.sastexascapital.com - Sign up for our newsletter to be notified when we have investment opportunities available  Brian Head is the Founder of Head Start Equity, a real estate private equity firm that provides passive investment opportunities in primarily value-add multifamily properties. Brian has 20+ years of experience in investing in real estate and is currently invested both passively and actively in 1,994 total units across 19 different properties with an aggregate value at closing of $338M. He earned his BBA degree in Finance from the University of Texas at San Antonio and worked in the financial services industry for 25 years, 10 of which were as a licensed investment advisor and stockbroker.  Connect with Brian Head:  Email: brian@headstartequity.com  LinkedIn: https://www.linkedin.com/in/brian-head-headstartequity/ Website: https://headstartequity.com/ Simon Castillo is a real estate investor & business development executive from San Antonio, TX. Simon began investing in real estate in 2004 and is currently invested in more than $39 million of single family and multifamily assets both as a general partner and limited partner. Simon’s experience includes providing safe, stable returns for investors, real estate development, value add investing and investing for long term cash flow.    Simon is the Principal and Founder of SAS Texas Capital, a real estate firm focused on raising capital for the acquisition of value-add, class B & C multifamily properties. SAS Texas Capital has raised over $1 million in investor capital for the purchase of these assets.    Simon holds a Master’s Degree in Finance from St. Mary’s University in San Antonio. In addition to his extensive professional experience, Simon serves as Chair for the prestigious Alexander Briseno Leadership Development Program (ABLDP) offered through the San Antonio Hispanic Chamber of Commerce, President for the South Texas Chapter for the Risk Management Society, and serves on the St. Mary’s University Greehey School of Business Finance & Risk Management Advisory Board. Connect with Simon Castillo:  Website:  www.sastexascapital.com Newsletter: https://mailchi.mp/9055ec64716e/newsletter Facebook - https://www.facebook.com/profile.php?id=100073324501384 Twitter - https://www.twitter.com/SimonCastilloJr/  Calendly: 15 min call or 45 min podcast - https://calendly.com/sastexascapital

    42 min

  3. JAN 9

    ISP 337: Friday Look Back - How to NOT Lose Money in Real Estate

    Episode 337: Friday Look Back - How to NOT Lose Money in Real Estate Host: Simon Castillo  Join our host Simon Castillo for a one on one Friday Look Back episode as he reflects on:  Nothing is 100% certain in the investing world Capitalization and speculation are what sank many investors during the financial crisis in 2008-2009 and are impacting many investors todayReal Estate is a ‘get wealthy slow game’ The powerful impact of joining a community We 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 wednesday of every month, we have the Wealth and Whiskey Meet Up - For more information, head over to www.sastexascapital.com Looking for investment opportunities? - Learn more at www.sastexascapital.comWe now have a free private Facebook group! - Name of group: Wealth & Whiskeywww.sastexascapital.com - Sign up for our newsletter to be notified when we have investment opportunities available  Simon Castillo is a real estate investor & business development executive from San Antonio, TX. Simon began investing in real estate in 2004 and is currently invested in more than $39 million of single family and multifamily assets both as a general partner and limited partner. Simon’s experience includes providing safe, stable returns for investors, real estate development, value add investing and investing for long term cash flow.    Simon is the Principal and Founder of SAS Texas Capital, a real estate firm focused on raising capital for the acquisition of value-add, class B & C multifamily properties. SAS Texas Capital has raised over $1 million in investor capital for the purchase of these assets.    Simon holds a Master’s Degree in Finance from St. Mary’s University in San Antonio. In addition to his extensive professional experience, Simon serves as Chair for the prestigious Alexander Briseno Leadership Development Program (ABLDP) offered through the San Antonio Hispanic Chamber of Commerce, President for the South Texas Chapter for the Risk Management Society, and serves on the St. Mary’s University Greehey School of Business Finance & Risk Management Advisory Board. Connect with Simon Castillo: Website:  www.sastexascapital.com Newsletter: https://mailchi.mp/9055ec64716e/newsletter Facebook - https://www.facebook.com/profile.php?id=100073324501384 Twitter - https://www.twitter.com/SimonCastilloJr/  Calendly: 15 min call or 45 min podcast - https://calendly.com/sastexascapital  YouTube - https://www.youtube.com/channel/UCigqGLXB0Cr-yUIIJsgZlQg Tiktok - @sasinvest Instagram – http://instagram.com/thesimoncastillo

    17 min

  4. JAN 7

    ISP 336: From RV Parks to Multifamily: Passively Investing in Real Estate Syndications

    Episode 336: From RV Parks to Multifamily: Passively Investing in Real Estate Syndications Host: Simon Castillo  Guest: Nick Boivin Join our host Simon Castillo and Elsa Nguyen as they discuss: Having control over your investment Understanding what a syndication is Accounting for ongoing expenses of having a rental property Investing in self storage Investing in an RV park The importance of healthy business partnerships Surrounding yourself with like minded individuals We 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 wednesday of every month, we have the Wealth and Whiskey Meet Up - For more information, head over to www.sastexascapital.com Looking for investment opportunities? - Learn more at www.sastexascapital.comWe now have a free private Facebook group! - Name of group: Wealth & Whiskeywww.sastexascapital.com - Sign up for our newsletter to be notified when we have investment opportunities available  Nick Boivin is an actuary currently working in the San Antonio area. He has 20 years of Property and Casualty experience. To diversify away from stocks, Nick got started in real estate in 2021. Nick is a limited partner in ten deals, including RV parks, campings, multifamily funds, individual properties, and storage units. Nick is a native Canadian who moved to the US in 2008 to live new experiences.  Connect with Nick Boivin:  LinkedIn: https://www.linkedin.com/mwlite/in/nicolas-boivin-b85aa027  Facebook: https://m.facebook.com/nicolas.boivin.501  Simon Castillo is a real estate investor & business development executive from San Antonio, TX. Simon began investing in real estate in 2004 and is currently invested in more than $39 million of single family and multifamily assets both as a general partner and limited partner. Simon’s experience includes providing safe, stable returns for investors, real estate development, value add investing and investing for long term cash flow.    Simon is the Principal and Founder of SAS Texas Capital, a real estate firm focused on raising capital for the acquisition of value-add, class B & C multifamily properties. SAS Texas Capital has raised over $1 million in investor capital for the purchase of these assets.    Simon holds a Master’s Degree in Finance from St. Mary’s University in San Antonio. In addition to his extensive professional experience, Simon serves as Chair for the prestigious Alexander Briseno Leadership Development Program (ABLDP) offered through the San Antonio Hispanic Chamber of Commerce, President for the South Texas Chapter for the Risk Management Society, and serves on the St. Mary’s University Greehey School of Business Finance & Risk Management Advisory Board. Connect with Simon Castillo:  Website:  www.sastexascapital.com Newsletter: https://mailchi.mp/9055ec64716e/newsletter Facebook - https://www.facebook.com/profile.php?id=100073324501384 Twitter - https://www.twitter.com/SimonCastilloJr/  Calendly: 15 min call or 45 min podcast - https://calendly.com/sastexascapital  YouTube - https://www.youtube.com/channel/UCigqGLXB0Cr-yUIIJsgZlQg Tiktok - @sasinvest Instagram – http://instagram.com/thesimoncastillo

    40 min

  5. JAN 2

    ISP 335: Friday Look Back - 5 Principles You Need to Raise Private Capital

    Episode 332: Friday Look Back - 5 Principles You Need to Raise Private Capital Host: Simon Castillo  Join our host Simon Castillo for a one on one Friday Look Back episode as he reflects on:  Raising Capital is a skill What needs to be present in order for you to raise capital?Work on establishing genuine relationshipsEstablish a strong track record for managing investment capitalAlign investor principles with project timeline We 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 wednesday of every month, we have the Wealth and Whiskey Meet Up - For more information, head over to www.sastexascapital.com Looking for investment opportunities? - Learn more at www.sastexascapital.comWe now have a free private Facebook group! - Name of group: Wealth & Whiskeywww.sastexascapital.com - Sign up for our newsletter to be notified when we have investment opportunities available  Simon Castillo is a real estate investor & business development executive from San Antonio, TX. Simon began investing in real estate in 2004 and is currently invested in more than $39 million of single family and multifamily assets both as a general partner and limited partner. Simon’s experience includes providing safe, stable returns for investors, real estate development, value add investing and investing for long term cash flow.    Simon is the Principal and Founder of SAS Texas Capital, a real estate firm focused on raising capital for the acquisition of value-add, class B & C multifamily properties. SAS Texas Capital has raised over $1 million in investor capital for the purchase of these assets.    Simon holds a Master’s Degree in Finance from St. Mary’s University in San Antonio. In addition to his extensive professional experience, Simon serves as Chair for the prestigious Alexander Briseno Leadership Development Program (ABLDP) offered through the San Antonio Hispanic Chamber of Commerce, President for the South Texas Chapter for the Risk Management Society, and serves on the St. Mary’s University Greehey School of Business Finance & Risk Management Advisory Board. Connect with Simon Castillo: Website:  www.sastexascapital.com Newsletter: https://mailchi.mp/9055ec64716e/newsletter Facebook - https://www.facebook.com/profile.php?id=100073324501384 Twitter - https://www.twitter.com/SimonCastilloJr/  Calendly: 15 min call or 45 min podcast - https://calendly.com/sastexascapital  YouTube - https://www.youtube.com/channel/UCigqGLXB0Cr-yUIIJsgZlQg Tiktok - @sasinvest Instagram – http://instagram.com/thesimoncastillo

    22 min

  6. 12/30/2025

    ISP 334: Persevering in Real Estate as a Vietnamese American with Elsa Nguyen

    Episode 334: Persevering in Real Estate as a Vietnamese American with Elsa Nguyen Host: Simon Castillo  Guest: Elsa Nguyen Join our host Simon Castillo and Elsa Nguyen as they discuss: The entrepreneurial journey as an immigrant Challenges on the journey of success as an immigrant Real estate is a team sport The value and impact of growing your network We 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 wednesday of every month, we have the Wealth and Whiskey Meet Up - For more information, head over to www.sastexascapital.com Looking for investment opportunities? - Learn more at www.sastexascapital.comWe now have a free private Facebook group! - Name of group: Wealth & Whiskeywww.sastexascapital.com - Sign up for our newsletter to be notified when we have investment opportunities available  Elsa is the Co-founder and Managing Partner of investNOW Capital, a private equity Real Estate firm. She currently manages a portfolio of over $30M AUM of commercial real estate, specifically in multifamily and pre-construction development. Elsa is a national speaker and multifamily mentor. She helps people to generate wealth through passive Real Estate investments. Prior to investNOW Capital, Elsa served as CEO for Sunrise Equity Group, and CFO for North Star Development. She also had 15 corporate years as a Financial Controller before her real estate career. Connect with Elsa Nguyen:  LinkedIn: linkedin.com/in/elsanguyen        Website: https://investNOWCapital.com Simon Castillo is a real estate investor & business development executive from San Antonio, TX. Simon began investing in real estate in 2004 and is currently invested in more than $39 million of single family and multifamily assets both as a general partner and limited partner. Simon’s experience includes providing safe, stable returns for investors, real estate development, value add investing and investing for long term cash flow.    Simon is the Principal and Founder of SAS Texas Capital, a real estate firm focused on raising capital for the acquisition of value-add, class B & C multifamily properties. SAS Texas Capital has raised over $1 million in investor capital for the purchase of these assets.    Simon holds a Master’s Degree in Finance from St. Mary’s University in San Antonio. In addition to his extensive professional experience, Simon serves as Chair for the prestigious Alexander Briseno Leadership Development Program (ABLDP) offered through the San Antonio Hispanic Chamber of Commerce, President for the South Texas Chapter for the Risk Management Society, and serves on the St. Mary’s University Greehey School of Business Finance & Risk Management Advisory Board. Connect with Simon Castillo:  Website:  www.sastexascapital.com Newsletter: https://mailchi.mp/9055ec64716e/newsletter Facebook - https://www.facebook.com/profile.php?id=100073324501384 Twitter - https://www.twitter.com/SimonCastilloJr/  Calendly: 15 min call or 45 min podcast - https://calendly.com/sastexascapital  YouTube - https://www.youtube.com/channel/UCigqGLXB0Cr-yUIIJsgZlQg Tiktok - @sasinvest Instagram – http://instagram.com/thesimoncastillo

    43 min

  7. 12/23/2025

    ISP 333: Overcoming Limiting Beliefs and Taking Action to Achieve Your Goals

    Invest Smarter Podcast  Episode 333: Overcoming Limiting Beliefs and Taking Action to Achieve Your Goals Host: Simon Castillo  Guest: Caleb Johnson Join our host Simon Castillo and Caleb Johnson as they discuss: Family Hardships House Hacking Setting goals that stretch you, but are still realistic Taking action We 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 wednesday of every month, we have the Wealth and Whiskey Meet Up - For more information, head over to www.sastexascapital.com Looking for investment opportunities? - Learn more at www.sastexascapital.comWe now have a free private Facebook group! - Name of group: Wealth & Whiskeywww.sastexascapital.com - Sign up for our newsletter to be notified when we have investment opportunities available  Caleb has been an entrepreneur since the age of 18 Assets under management include:      • New Mexico, ABQ / 30 units / June-2022      • Oklahoma City, OK / 16 units / Feb-2022      • New Mexico, Las Cruces / 40 units / July-2022 Fractional partnership interest in multifamily and retail properties.      • Casa Grande, AZ / 176-units / October 2021      • Casa Grande, AZ / 12,000 sqft retail space / Dec 2021 He founded Red Sea Capital in 2022 Joined NK Development Group in 2021      • Caleb aided in capital and acquisition to grow the company to over 450 units in 2 years His mission is to be a faith-based professional, committed to investors, and building relationships. Books Mentioned:  Rich Dad Poor Dad - Robert Kiyosaki  Linked: https://tinyurl.com/bdesema6 Atomic Habits - James Clear  Linked: https://tinyurl.com/2dmzp6fn Connect with Caleb Johnson:  Podcast: From Trial To Triumph  https://podcasts.apple.com/us/podcast/from-trial-to-triumph/id164059207 Website: www.redseacapitalgroup.com   Connect with Simon Castillo:  Website:  www.sastexascapital.com Newsletter: https://mailchi.mp/9055ec64716e/newsletter Facebook - https://www.facebook.com/profile.php?id=100073324501384 Twitter - https://www.twitter.com/SimonCastilloJr/  Calendly: 15 min call or 45 min podcast - https://calendly.com/sastexascapital  YouTube - https://www.youtube.com/channel/UCigqGLXB0Cr-yUIIJsgZlQg Tiktok - @sasinvest Instagram – http://instagram.com/thesimoncastillo

    37 min

  8. 12/19/2025

    ISP 332: Friday Look Back - Questions Investors Need To Be Asking

    Episode 332: Friday Look Back - Questions Investors Need To Be Asking Host: Simon Castillo  Join our host Simon Castillo for a one on one Friday Look Back episode as he reflects on:  Another bank failure in the news Interest rates are being raised Number one rule of private equity in raising capital: Never lose the investors moneyBeing properly capitalizedUnderstanding who the property manager is and understanding who the asset manager is We 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 wednesday of every month, we have the Wealth and Whiskey Meet Up - For more information, head over to www.sastexascapital.com Looking for investment opportunities? - Learn more at www.sastexascapital.comWe now have a free private Facebook group! - Name of group: Wealth & Whiskeywww.sastexascapital.com - Sign up for our newsletter to be notified when we have investment opportunities available  Simon Castillo is a real estate investor & business development executive from San Antonio, TX. Simon began investing in real estate in 2004 and is currently invested in more than $39 million of single family and multifamily assets both as a general partner and limited partner. Simon’s experience includes providing safe, stable returns for investors, real estate development, value add investing and investing for long term cash flow.    Simon is the Principal and Founder of SAS Texas Capital, a real estate firm focused on raising capital for the acquisition of value-add, class B & C multifamily properties. SAS Texas Capital has raised over $1 million in investor capital for the purchase of these assets.    Simon holds a Master’s Degree in Finance from St. Mary’s University in San Antonio. In addition to his extensive professional experience, Simon serves as Chair for the prestigious Alexander Briseno Leadership Development Program (ABLDP) offered through the San Antonio Hispanic Chamber of Commerce, President for the South Texas Chapter for the Risk Management Society, and serves on the St. Mary’s University Greehey School of Business Finance & Risk Management Advisory Board. Connect with Simon Castillo: Website:  www.sastexascapital.com Newsletter: https://mailchi.mp/9055ec64716e/newsletter Facebook - https://www.facebook.com/profile.php?id=100073324501384 Twitter - https://www.twitter.com/SimonCastilloJr/  Calendly: 15 min call or 45 min podcast - https://calendly.com/sastexascapital  YouTube - https://www.youtube.com/channel/UCigqGLXB0Cr-yUIIJsgZlQg Tiktok - @sasinvest Instagram – http://instagram.com/thesimoncastillo

    19 min
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5
out of 5
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About

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. 

Information

  • Creator
    Simon Castillo
  • Years Active
    2022 - 2026
  • Episodes
    339
  • Rating
    Clean
  • Copyright
    © 2026 Invest Smarter Podcast
  • Show Website
    Invest Smarter Podcast