Andrew Ackerman is the Head of REACH Labs at Second Century Ventures, the strategic venture arm of the National Association of Realtors® (NAR). Backed by NAR, SCV invests in early-stage PropTech and construction tech companies, providing them with access to a vast network of real estate professionals and industry expertise. A former entrepreneur, angel investor, and accelerator director at Dreamit Ventures, Andrew has backed 70+ startups and designed structured programs to help founders raise capital and close deals faster. He is also the author of “The Entrepreneur’s Odyssey,” a story-driven startup guide, and a frequent contributor to Forbes, Propmodo, and other leading publications.

(01:19) – Andrew Ackerman's Journey in PropTech
(03:06) – Evolution of the PropTech Landscape
(06:40) – The Role of Reach Labs, Second Century Ventures and NAR
(10:06) – Challenges in Real Estate Transactions
(13:00) – Venture Returns in PropTech
(21:01) – Feature: Blueprint - The Future of Real Estate - Register for 2025: The Premier Event for Industry Executives, Real Estate & Construction Tech Startups and VC's, at The Venetian, Las Vegas on Sep. 16th-18th, 2025.
(23:03) – Qualifying Investment Opportunities
(23:32) – Challenges in Portfolio Construction & Valuation Dilemmas
(30:00) – The Role of Venture Debt
(35:59) – The Entrepreneur's Odyssey

(29:22) - Collaboration Superpower: Richard Nixon

💚 Learn more:
➡️ Visit REACH Labs
➡️ Andrew Ackerman on LinkedIn
➡️ Read The Entrepreneur's Odyssey

💚 Feature:
➡️ Blueprint - The Future of Real Estate - Register for 2025: The Premier Event for Industry Executives, Real Estate & Construction Tech Startups and VC's, at The Venetian, Las Vegas on September 16th-18th, 2025.

💚 Connect with Tangent:
➡️ Edward Cohen on LinkedIn
➡️ Jeff Berman on LinkedIn
➡️ Zach Aarons on LinkedIn
➡️ Tangent on LinkedIn

Disclaimer: 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.

Luis Poggi is the CEO and Co-Founder of HouseWhisper, a startup at the intersection of real estate and generative AI, building tools that transform how homes are marketed and sold. A seasoned tech executive with deep experience in product, marketing, and sales, Luis previously held leadership roles at Zillow and Expedia, where he helped scale industry-defining platforms in PropTech and travel.

Now focused on shaping the AI revolution in real estate, Luis blends entrepreneurial vision with hands-on execution. He also shares insights on AI and business strategy through his newsletter at substack.com/luispoggi.

(01:50) - Luis' Zillow journey & lessons

(02:53) - The Birth of House Whisper

(04:30) - The power of zero onboarding & personalization

(05:11) - AI Agents & the Future of Real Estate

(09:19) - Challenges & opportunities in AI for Real Estate Agents like Serhant

(14:09) - Distribution strategy

(16:29) - Will AI replace Real Estate agents like travel agents?

(17:48) - Feature: CREtech: Join CREtech New York 2025 on Oct 21-22 for the largest Real Estate meetings program. Qualified Real Estate pros get free full event pass plus up to $800 in travel and hotel costs. See if you qualify and apply by emailing tangentcommunity@gmail.com.

(19:14) - Avoiding the freemium pricing trap
(22:48) - Usage & retention: 8K+ paying agents
(29:22) - Collaboration Superpower: Andrej Karpathy (OpenAI Co-founder, Wiki)

💚 Learn more:
➡️ Visit HouseWhisper
➡️ Luis Poggi on LinkedIn

💚 Feature:
➡️ CREtech: Join CREtech New York 2025 on Oct 21-22 for the largest real estate meetings program. Qualified real estate professionals get free full event pass plus up to $800 in travel and hotel costs. Apply and see if you qualify by emailing tangentcommunity@gmail.com. Must own or manage 1K+ resi units, or 1M SF of CRE to qualify.

💚 Connect with Tangent:
➡️ Edward Cohen on LinkedIn
➡️ Jeff Berman on LinkedIn
➡️ Zach Aarons on LinkedIn
➡️ Tangent on LinkedIn

Disclaimer: 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.

Jason Griffith is the Co-Founder and Co-CEO of Synco, a centralized messaging platform designed to streamline communication for property management teams like LeFrak and Kaled Management. Synco addresses the challenges of fragmented communication channels by providing a real-time, collaborative environment that enhances operational efficiency across office staff, on-site teams, and external vendors. Prior founding Synco, Jason co-founded SiteCompli, a compliance automation platform utilized across over 1 million residential units and 70% of Class A office properties in New York City. SiteCompli became part of Inhabit, a collective of property management software companies backed by Insight Venture Partners and Goldman Sachs.

(01:35) – Jason's Journey from SiteComply to Synco
(04:48) – The chaos of property management communication
(07:25) – Centralization & adoption challenges
(10:24) – Integration & real-world use cases
(23:59) – Feature: CREtech: Join CREtech New York 2025 on Oct 21-22 for the largest Real Estate meetings program. Qualified Real Estate pros get free full event pass plus up to $800 in travel and hotel costs. See if you qualify and apply by emailing tangentcommunity@gmail.com.
(24:56) – Business model & growth
(27:08) – ROI & future communication trends
(31:14) – Venture scale business & exit strategies
(34:22) – Zach & Jason origin story
(37:16) – Advise for entrepreneurs & creative marketing
(39:42) – Collaboration Superpower: Bob Faith (Greystar CEO), Stewart Butterfield (Slack Co-founder) & Jeff Bezos

💚 Learn more:
➡️ Visit Synco
➡️ Jason Griffith on LinkedIn

💚 Feature:
➡️ CREtech: Join CREtech New York 2025 on Oct 21-22 for the largest real estate meetings program. Qualified real estate professionals get free full event pass plus up to $800 in travel and hotel costs. Apply and see if you qualify by emailing tangentcommunity@gmail.com. Must own or manage 1K+ resi units, or 1M SF of CRE to qualify.

💚 Connect with Tangent:
➡️ Edward Cohen on LinkedIn
➡️ Jeff Berman on LinkedIn
➡️ Zach Aarons on LinkedIn
➡️ Tangent on LinkedIn

Disclaimer: 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.