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AI and compliance with Todd Carpenter of Styldod

Listing Bits

Release Date: 06/30/2025

Santanu Barua from VestaPlus: Why your Next MLS Won't Look Like Today's show art Santanu Barua from VestaPlus: Why your Next MLS Won't Look Like Today's

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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Katrina Romatowski: Rethinking Homeownership for the Next Generation with reSpace show art Katrina Romatowski: Rethinking Homeownership for the Next Generation with reSpace

Listing Bits

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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Fixing Home Affordability One Room at a Time With Atticus LeBlanc of PadSplit show art Fixing Home Affordability One Room at a Time With Atticus LeBlanc of PadSplit

Listing Bits

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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Brian Boero on Storytelling, Signal, and What Comes Next for MLS show art Brian Boero on Storytelling, Signal, and What Comes Next for MLS

Listing Bits

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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From Pixels to Property Intelligence with Dominik Pogorzelski show art From Pixels to Property Intelligence with Dominik Pogorzelski

Listing Bits

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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Brian Tepfer: How PropStream Turns Data Into Deals show art Brian Tepfer: How PropStream Turns Data Into Deals

Listing Bits

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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From Fashion to PropTech: Lauren Martin on Housing and Community show art From Fashion to PropTech: Lauren Martin on Housing and Community

Listing Bits

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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Rethinking Ownership: Brett Humphrey on Co-Owning Homes show art Rethinking Ownership: Brett Humphrey on Co-Owning Homes

Listing Bits

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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Killing the Copy-Paste: MLS Data Meets Canva show art Killing the Copy-Paste: MLS Data Meets Canva

Listing Bits

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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Inside Editora: Julie Drazen’s No-Fluff Approach to Real Estate Video show art Inside Editora: Julie Drazen’s No-Fluff Approach to Real Estate Video

Listing Bits

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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More Episodes

In this episode of Listing Bits, Greg Robertson sits down with Todd Carpenter, SVP of Industry Relations at Styldod, to talk about the evolution of real estate technology—from mortgage lead gen to photo AI. They dive deep into how Styldod uses artificial intelligence to help agents with virtual staging, automate compliance workflows, and extract property data directly from listing photos. Todd also shares his career journey through early online mortgage startups, NAR, and RE.net culture to where he is today—working on AI-powered tools designed to modernize listing input and photo compliance for MLSs.

Key Takeaways

  • Career Journey – Todd shares his path from growing up in real estate, to working in mortgage tech, to leading social media strategy at NAR, and now serving at Styldod.

  • Photo Compliance and Automation – Styldod’s AI can detect and automatically correct issues like branding, people, pets, or license plates in listing photos based on MLS rules.

  • Data Extraction from Photos – The AI identifies room types, finishes, and furniture to help pre-populate listing details and property descriptions.

  • AI-Powered Listing Input – Discussion on how AI can assist in streamlining listing input and future MLS integrations without replacing MLS platforms themselves.

  • Visual Staging and Marketing Add-ons – Styldod enables decluttering, virtual staging, and style customization through a seamless workflow integrated into MLS photo upload processes.

  • Product and Pricing Models – Overview of different pricing approaches for MLSs, agents, and brokers—either as direct charges or revenue-share options.

  • Reimagine.AI – Styldod’s consumer-facing product with over 2 million users, offering swipe-based before-and-after image tools.

  • AI Search and Industry Disruption – Todd and Greg speculate on how on-device AI and generative agents may reshape search, SEO, and real estate monetization in the future

Contact Todd

Email: todd@styldod.com

LinkedIn

 

Links:

Reimagine

Styldod

 

Our Sponsors

Trackxi – Real Estate’s #1 Deal Tracking Software

Giant Steps Job Board – Where ORE gets hired

 

Production and editing services by:

Sunbound Studios