Robert McDonald is the Managing Partner at Cherry Lawn Capital, on a mission to provide businesses with the real estate capital necessary to scale and the operational capital needed for a successful next venture round. Robert joins Edward, Jeff and Zach to also discuss lessons and takeaways from the previous Proptech boom cycle, and how should founders and investors think about structuring, financing and scaling tech-enabled and data-driven Real Estate business in the post-ZIRP era. (1:19) - State of Proptech VC(9:56) - Proptech finance incentives (14:24) - Feature: Housing Trust Silicon Valley(15:36) - Cherry Lawn Capital's & Robert McDonald's origin story(20:04) - Cherry Lawn solution(31:38) - 'The Great Transition' for Proptech valuations(36:01) - Collaboration Superpower: David F. Swensen's wiki & Paul Annacone's wiki💚 Learn more:➡️ Cherry Lawn Capital's site➡️ Robert McDonald on LinkedIn💚 Feature:➡️ Housing Trust Silicon Valley's site - Housing finance & public-private partnerships to create more equitable & affordable communities.💚 Connect with Tangent:➡️ Edward Cohen on LinkedIn➡️ Edward Cohen on X➡️ Jeff Berman on LinkedIn➡️ Jeff Berman on X➡️ Zach Aarons on LinkedIn➡️ Tangent on LinkedIn➡️ Tangent on XDisclaimer: Tangent podcast is for entertainment and informational purposes only, you should not construe any such information or other material as legal, tax, investment, financial, or other advise. Nothing contained on our program constitutes a solicitation, recommendation, endorsement, or offer by Tangent, Camber Creek, MetaProp, or any third party guest to buy or sell any securities, public or private, other financial instruments or funds.