The Capital Stack Show

The Capital Stack Show is designed for real estate professionals, investors, and entrepreneurs looking to deepen their understanding of real estate syndications and funds. Each episode features in-depth discussions with industry experts who share their knowledge on structuring deals, raising capital, and staying compliant with legal regulations. The show aims to provide listeners with actionable insights and strategies to successfully navigate the complexities of real estate investments. With a focus on clarity and practical advice, The Capital Stack Show is a valuable resource for anyone looking to excel in the real estate market.

Episodes

Jul 29, 2026

20 min

Episode Summary:In this episode of the Capital Stack Show, hosts LeAnn Lyon and Shams Merchant delve into the intricacies of Private Placement Memorandums (PPMs) in real estate syndications. Shams, a seasoned commercial real estate private equity attorney, clarifies the purpose and common misconceptions surrounding PPMs, emphasizing their role as disclosure documents rather than marketing tools. The conversation covers the legal necessity of PPMs, the risks of omitting them, and the potential consequences for sponsors. Shams also shares insights on the art and science of drafting PPMs, balancing necessary detail with clarity. This episode is essential for anyone involved in real estate syndications, offering valuable guidance on compliance and investor communication.
Key Timestamps:00:01 – Introduction00:29 – What is a PPM?01:45 – Common Misunderstandings About PPMs03:33 – PPMs and Marketing05:05 – Legal Requirements for PPMs07:09 – The Role of PPMs in Compliance09:00 – Risks of Not Using a PPM10:04 – Specific Risks in Real Estate Deals11:10 – How Detailed Should a PPM Be?13:22 – Example of a Well-Drafted PPM15:44 – Mistakes with DIY PPMs18:36 – The Role of AI in Drafting Documents
About the Show: Capital Stack Show is a podcast dedicated to exploring the complexities of real estate syndications and funds. Hosted by industry experts, the show offers insightful discussions on structuring deals, raising capital, and navigating securities laws. With a focus on clarity and compliance, the series aims to equip listeners with the knowledge they need to succeed in the competitive world of commercial real estate. Whether you're a seasoned investor or new to the field, Capital Stack Show provides valuable insights and practical advice.

Jul 29, 2026

20 min

Jul 15, 2026

18 min

Episode Summary: In this episode of The Capital Stack Show, host LeAnn engages with Shams Merchant, a seasoned commercial real estate private equity attorney, to dissect the intricacies of real estate funds and syndications. Shams clarifies common misconceptions, explaining that a syndication is essentially a single asset fund, while a real estate fund encompasses multiple assets over time. The discussion delves into the advantages of using a fund, such as having readily available capital for multiple deals, and the challenges, such as the complexities of capital raising without pre-identified projects. Shams also outlines the necessary legal structures and systems needed to launch a fund successfully. This episode is invaluable for real estate professionals considering the transition from syndications to funds, providing insights into strategic planning and market opportunities.
Key Timestamps:00:01 – Introduction00:28 – Real Estate Funds vs. Syndications01:08 – Misconceptions About Syndications01:51 – How Funds Operate03:12 – Capital Raising Differences04:45 – Advantages of Using a Fund06:24 – Challenges in Operating a Fund07:51 – Legal Structures and Systems09:47 – Fund Timelines and Deployment12:21 – Importance of Proper Structure13:03 – When Starting a Fund Makes Sense15:00 – Market Opportunities for Funds17:19 – Common Mistakes in Transitioning to Funds
About the Show: The Capital Stack Show is a comprehensive podcast for real estate professionals and investors looking to deepen their understanding of syndications and funds. Hosted by industry experts, the show offers in-depth discussions on structuring deals, raising capital, and navigating security laws. With a focus on clarity and actionable insights, each episode equips listeners with the knowledge to make informed decisions in the dynamic world of real estate investment. Whether you're a seasoned investor or new to the field, The Capital Stack Show provides valuable perspectives and strategies to enhance your real estate ventures.

Jul 15, 2026

18 min

Jul 1, 2026

18 min

Episode Summary: 
In this episode of the Capital Stack Show, host LeAnn welcomes back Shams Merchant, a commercial real estate private equity attorney, to discuss the intricacies of raising capital in real estate syndications. Shams delves into the factors investors evaluate before committing capital, emphasizing the importance of managing other people's money and the need for attractive returns. He explains the types of investors in the space, from retail investors to institutional capital, and highlights the significance of building a strong system for capital raising. Shams also shares insights on establishing trust and credibility with investors, the importance of a compelling sponsor story, and the pitfalls of DIY offerings. This episode is essential for anyone looking to understand the dynamics of investor relationships and the key to successful capital raising in real estate.
Key Timestamps:
00:01 – Introduction
00:29 – What Investors Look for in Deals
01:58 – Evaluating the Deal vs. the Team
03:40 – Focus on Returns for Smaller Operators
04:17 – Types of Investors in Syndications
05:41 – Raising Capital from Different Investors
06:30 – Systems for Consistent Capital Raising
07:06 – Building Relationships Before Deals
09:20 – Establishing Credibility and Trust
10:25 – Importance of Professional Presentation
11:22 – Moving Investors from Interest to Commitment
12:56 – Why Investors Walk Away from Deals
15:20 – Importance of Communication and Transparency
16:56 – Misreading Investor Priorities
About the Show: 
The Capital Stack Show is a podcast dedicated to exploring the world of real estate syndications and funds. Designed for investors, syndicators, and real estate enthusiasts, the show offers insights into structuring deals, raising capital, and navigating securities laws. With a focus on ethics and clarity, each episode features expert guests who share their experiences and strategies for success in the real estate market. Whether you're a seasoned investor or new to the field, The Capital Stack Show provides valuable knowledge to help you make informed decisions and grow your real estate portfolio.

Jul 1, 2026

18 min

Jun 3, 2026

18 min

Episode Summary: In this episode of the Capital Stack Show, host Leann Lyon sits down with Shams Merchant, a commercial real estate private equity attorney, to explore the intricacies of raising capital in real estate syndications. Shams provides a detailed breakdown of when raising money becomes a securities offering and explains the significance of Regulation D, including its exemptions 506B and 506C. The conversation delves into the legal requirements for syndicators, the importance of pre-existing relationships, and the distinction between accredited and non-accredited investors. Shams also highlights common misconceptions about capital raising and discusses the potential legal consequences of non-compliance. This episode is essential for anyone involved in real estate investments, offering valuable insights into maintaining compliance and avoiding legal pitfalls.
Key Timestamps:00:01 – Introduction00:29 – When Raising Capital Becomes a Securities Offering02:08 – Understanding Regulation D03:34 – Exemptions 506B and 506C Explained04:48 – Public Solicitation and Pre-Existing Relationships06:54 – Accredited vs. Non-Accredited Investors09:15 – Misconceptions About Raising Capital12:14 – Joint Ventures as an Alternative14:14 – Consequences of Non-Compliance15:48 – SEC and State Securities Regulators16:47 – Importance of Doing It Right the First Time
About the Show: The Capital Stack Show is a must-listen for real estate investors and professionals looking to deepen their understanding of real estate syndications and funds. The show features expert insights from industry leaders like Shams Merchant, offering practical advice on structuring deals, raising capital, and navigating the complexities of securities law. With a focus on clarity and compliance, the podcast aims to equip listeners with the knowledge needed to succeed in the competitive world of real estate investment.

Jun 3, 2026

18 min

May 20, 2026

19 min

Episode Summary:In this episode of the Capital Stack Show, host Leann Lyon sits down with Shams Merchant, a commercial real estate private equity attorney, to demystify the complex world of real estate syndications. Shams shares his journey from a commercial real estate attorney to focusing on syndications and funds. He explains the fundamental concept of syndication, highlighting the roles of key players such as sponsors and investors. The discussion covers the lifecycle of a syndication deal, from identifying opportunities to structuring the legal framework, and the importance of compliance with SEC regulations. Shams emphasizes the need for proper structuring to avoid legal pitfalls and ensure successful capital raising. This episode is essential for anyone involved in structuring deals, raising capital, or building a real estate investment business, providing critical insights into the legal and strategic aspects of syndication.
Key Timestamps:00:01 – Introduction0:31 – Shams Merchant's Background in Real Estate2:27 – What is Real Estate Syndication?4:48 – Key Players in a Syndication Deal 7:59 – Real Estate Syndication vs. Public Securities8:13 – Lifecycle of a Syndication Deal10:33 – Importance of Legal Structure in Syndication12:07 – Typical Syndication Structures: LLC vs. LP14:05 – Ensuring Successful Capital Raising15:12 – Common Structuring Pitfalls17:29 – Legal Liability and SEC Disclosures18:26 – Conclusion and Importance of Proper Structuring
About the Show:The Capital Stack Show is designed for real estate professionals, investors, and entrepreneurs looking to deepen their understanding of real estate syndications and funds. Each episode features in-depth discussions with industry experts who share their knowledge on structuring deals, raising capital, and staying compliant with legal regulations. The show aims to provide listeners with actionable insights and strategies to successfully navigate the complexities of real estate investments. With a focus on clarity and practical advice, The Capital Stack Show is a valuable resource for anyone looking to excel in the real estate market.

May 20, 2026

19 min

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