Listing Bits
The Listing Bits podcast is now available on your favorite podcast player! Overview Greg Robertson talks with Santanu Barua, CTO of Vesta Plus, the tech platform owned by the Combined LA/Westside MLS (CLAW), about his path into MLS tech, the Checkmate compliance product, and VestaPlus's approach to AI and MCP servers. Key Takeaways Vesta Plus is a wholly owned subsidiary of CLAW, licensing its homegrown MLS tech to other MLSs since 2018 Santanu's path: EE/CS at University of Houston → mortgage tech at Countrywide (2001–06) → MLS technology since 2006 Checkmate, born from a talk...
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The Listing Bits Podcast is now available on your favorite podcast player! Overview Greg Robertson sits down with Katrina Romatowski, founder and CEO of reSpace, to discuss a new approach to housing affordability through co-homeownership. Drawing on nearly three decades in real estate, development, and housing advocacy, Katrina explains how reSpace redesigns homes into private suites with shared common spaces and enables buyers to purchase fractional ownership interests. The conversation explores affordability, homeownership as a wealth-building tool, aging-in-place design, MLS...
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The Listing Bits Podcast is now available on your favorite podcast player! Overview Greg Robertson sits down with Atticus LeBlanc, founder and CEO of PadSplit, to discuss the affordable housing crisis and how room-by-room rentals can create housing opportunities for people who are priced out of traditional apartments. Atticus shares his journey from commercial real estate broker to housing entrepreneur, the origins of PadSplit during the Great Financial Crisis, and how the company has grown from a single prototype house to more than 33,000 beds nationwide. The conversation explores shared...
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The Listing Bits Podcast is now available on your favorite podcast player! Overview Greg Robertson sits down with Brian Boero of 1000Watt to talk about the current state of organized real estate, the future of the MLS, AI’s impact on SaaS and marketing, and why writing and storytelling still matter in an AI-driven world. They also preview 1000Watt’s upcoming Signal Conference and discuss a new “next generation MLS” concept the team is developing for the event. Key Takeaways Brian explains how 1000Watt blends strategic advisory work with branding, messaging, and design. ...
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The Listing Bits Podcast is now available on your favorite podcast player! Overview Greg Robertson is joined by Dominik Pogorzelski from Restb.ai to discuss the evolution of AI in real estate—from early photo tagging to large-scale property intelligence. They cover how AI is now embedded in MLS workflows, powering listing input, compliance, and valuation, while also exploring the challenges of scale, accuracy, and the future of AI in the industry. Key Takeaways Restb.ai has been AI-first from the start, building on early computer vision models before the current AI boom. Their...
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The Listing Bits Podcast is now available on your favorite podcast player! Overview Greg Robertson interviews Brian Tepfer, CEO of PropStream, about his journey from tech support at Rapatoni to leading a major proptech data platform. The conversation explores how PropStream turns public record data into actionable real estate opportunities, the rise of investor-focused tools outside the MLS, and how shifting market conditions are changing agent behavior. They also discuss industry trends like wholesaling, MLS fragmentation risks, and new go-to-market strategies—including vendor partnerships...
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The Listing Bits Podcast is now available on your favorite podcast player! Overview Greg Robertson is joined by Lauren Martin (RentSpree) for a wide-ranging conversation covering her unconventional path from fashion design to PropTech, the growing importance of rentals within the MLS ecosystem, and the evolution of her initiative, Renew (Real Estate Network of Empowered Women). The discussion highlights how rentals are becoming central to real estate workflows, how community-building is shaping the industry, and how Renew has scaled from a podcast idea into a multi-day retreat with strong...
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The Listing Bits Podcast is now available on your favorite podcast player! Overview Greg Robertson sits down with Brett Humphrey, founder of Joynt, to discuss a new approach to housing affordability through co-ownership. Brett shares his background as a longtime software developer and entrepreneur, including selling a consulting business to Accenture before launching Joynt. The conversation explores how shared home ownership could help address affordability challenges by allowing multiple buyers to jointly purchase and manage property, along with the technical and legal infrastructure required...
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The Listing Bits Podcast is now available on your favorite podcast player! Overview In this episode of Listing Bits, Greg Robertson sits down with Marcus Brown, founder of MLS Pipeline. Marcus shares his path from real estate agent to solo software founder, discussing how frustrations with lead generation, CMAs, and manual marketing workflows led him to build a Canva-based MLS data integration. The conversation covers MLS sales cycles, member-benefit products, and why automation and design flexibility matter for agents today. Key Takeaways Marcus Brown transitioned from working...
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The Listing Bits Podcast is now available on your favorite podcast player! Overview Greg Robertson sits down with Julie Drazen, founder of Editora, to talk about her background in film and commercial editing and how that experience led to building a fast, opinionated video-editing platform for real estate agents. Julie explains how Editora uses AI as a behind-the-scenes tool (not a replacement for craft), why simplicity and taste matter in listing videos, and how the product is designed to save agents time while keeping branding consistent across brokerages. Key Takeaways Julie’s...
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In this episode, Greg Robertson chats with Austin Allison, CEO of Pacaso, about his entrepreneurial journey in real estate, starting with Dotloop and transitioning to his current venture, Pacaso. The discussion covers lessons learned from his early career, how Pacaso is revolutionizing second home ownership, and insights into raising capital through innovative approaches like Regulation A.
Key Takeaways:
1. Austin’s Journey in Real Estate:
• Austin Allison started his real estate career early, getting his license at 18. His early experiences selling homes during college inspired him to create Dotloop, which he later sold to Zillow.
• The entrepreneurial lessons from Dotloop, including navigating challenging markets and working with large real estate brands like Keller Williams, set the foundation for his future ventures.
2. The Birth of Pacaso:
• After selling Dotloop, Austin co-founded Pacaso, a platform aimed at democratizing second home ownership by enabling people to co-own luxury homes. The idea stemmed from his own experience of buying a second home and realizing most vacation homes sit unused for much of the year.
• Pacaso allows people to purchase a share of a vacation home, creating more efficient and accessible ways to own luxury properties.
3. The Challenges of Scaling a Startup:
• Pacaso had rapid growth, especially during the early days of the pandemic when people sought second homes, but faced new challenges in 2023 due to rising interest rates and a cooling real estate market.
• The company has refocused on profitability and expanding its market presence globally, with operations in the U.S., Europe, and Mexico.
4. Innovative Fundraising through Regulation A:
• Pacaso recently explored raising capital through Regulation A, a public fundraising method that allows retail investors to buy into private companies. This method democratizes access to investment opportunities typically reserved for institutional investors.
• Austin believes this approach aligns with Pacaso’s mission of making second home ownership more accessible and also raises brand awareness by turning investors into advocates.
5. Future of Pacaso and Second Home Ownership:
• Pacaso aims to continue expanding its product offerings and entering new markets. While the current focus is on high-net-worth individuals, Austin envisions future opportunities to lower the entry point for ownership, making the Pacaso model more accessible to a broader audience.
• Austin emphasizes the long-term potential of Pacaso and the importance of scaling the business carefully to meet the demands of a large, untapped market.
Reach Out:
Austin on LInkedIN
Find out more about Pacaso
• Learn more about Pacaso: Pacaso.com
• Explore Regulation A investment opportunities with Pacaso.
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