
The evolution and future of MLS with Greg Robertson
Multiple Listing Services have transformed three times in thirty years, and we're living through the most disruptive transition yet. Greg Robertson has witnessed every stage of this evolution, from shipping MLS software on floppy disks in 1992 to navigating today's post-settlement landscape where decades-old compensation models have disappeared overnight. In this conversation, he shares what these seismic shifts mean for MLSs, brokers, and the future of real estate data sharing.

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What you'll discover in this episode.
The MLS system that powered real estate for decades has entered uncharted territory. With mandatory compensation requirements eliminated by the NAR settlement, the fundamental structure supporting cooperation between agents and brokers faces an uncertain future. For someone new to the industry, this moment might seem like chaos. For Greg Robertson, who has spent three decades building technology for MLSs, this is the third major evolution he's witnessed.
Greg's perspective spans the entire modern history of real estate data sharing. He remembers when MLSs were literally books that agents carried. He built software in the early internet era when listings first moved online. He created Cloud CMA, one of the industry's most beloved agent tools, and sold it to Lone Wolf in 2020. This deep experience gives him unique insight into which changes represent fundamental shifts and which are temporary disruptions.

This episode explores:
- The three distinct eras of MLS evolution and what defines each stage of transformation.
- How the NAR settlement dismantled cooperation models that existed for generations.
- Why MLS consolidation trends accelerated and what this means for data access.
- The ongoing debate about data ownership and broker-of-choice implications for the future.
- Strategic choices MLSs face as they navigate technological innovation while ensuring legal compliance.
- What survival looks like for MLSs in an environment where their traditional value propositions have changed.
If you work with MLSs, broker real estate, or build technology that depends on listing data, this conversation offers essential context for understanding where the industry stands and where it might be heading.
Insights you can apply starting today

Greg describes three distinct MLS eras. MLS 1.0 was the pre-internet physical book era. MLS 2.0 brought digitization and online access while maintaining cooperation and mandatory compensation structures. MLS 3.0, which we entered recently, represents the first time in modern history where mandatory compensation is gone. This isn't a minor adjustment. One of the two core pillars supporting MLS value has disappeared, forcing the entire system to reimagine its purpose and sustainability.

About Greg Robertson
Greg Robertson's thirty-year career in real estate technology began in 1992 when he founded his first software company. At that time, software shipped on 5¼-inch floppy disks, the internet was barely emerging, and MLSs were still physical books that agents carried to showings. From these humble technological beginnings, Greg built a career creating tools that fundamentally improved how real estate professionals work.
His most recognized contribution to the industry is Cloud CMA, a presentation and comparative market analysis tool that became indispensable for agents nationwide. Cloud CMA represented Greg's philosophy about product development: create something so useful and well-designed that adoption happens naturally through user enthusiasm rather than aggressive marketing. The platform's success validated this approach.
In December 2020, Lone Wolf acquired W&R Studios, bringing Cloud CMA and Greg's expertise into the Lone Wolf family of solutions. This acquisition positioned Cloud CMA within a broader ecosystem of real estate technology, creating new integration opportunities while maintaining the product excellence that made it successful.
What makes Greg's perspective particularly valuable right now is his historical context. Having lived through two previous major MLS transformations, he brings pattern recognition that helps separate temporary disruptions from fundamental shifts. He remembers when cooperation and compensation structures first emerged, watched them become industry foundations, and now observes their transformation in the post-settlement era.
Greg approaches the industry's current challenges with pragmatic optimism. Yes, foundational assumptions have changed. Yes, uncertainty abounds. Yes, some organizations will struggle to adapt. But disruption also creates opportunities for those willing to innovate, focus on user needs, and build products too good to ignore. His advice consistently returns to this theme: control what you can control, serve your users exceptionally well, and let product excellence drive your growth.
His insights come from someone who has built successful companies, navigated multiple industry transitions, and earned credibility through decades of creating tools people actually want to use.
Connect with Greg Robertson:
FAQ about this episode.
Greg outlines MLS 1.0 as the pre-internet era when listing information literally existed in physical books that agents carried. MLS 2.0 brought digitization and online access while maintaining the cooperation and mandatory compensation structures that defined modern real estate practice. MLS 3.0, which we've recently entered, represents the post-NAR settlement environment where mandatory compensation requirements have been eliminated. This third stage removes one of the two foundational pillars (cooperation and compensation) that gave MLSs their central role in real estate transactions. We're living through the earliest days of MLS 3.0, making it difficult to predict how this stage will ultimately reshape the industry.
Related episodes: Continue your learning journey.
If Greg's insights about MLS evolution and industry transformation resonated with you, these episodes offer complementary perspectives on technology strategy, market changes, and adapting to disruption:
Episode 1: Beyond the logo - the science of real estate branding with Marc Davison
Explore how authentic differentiation matters during industry disruption, complementing Greg's advice about being so good people can't ignore you.
Episode 2: Building a tech-forward brokerage from the ground up with Stacie Staub
Discover how strategic technology choices create competitive advantages, building on Greg's emphasis on controlling what you can control and investing in excellent tools.
Episode 3: Innovating real estate relationships through technology with Kendall Bonner
Learn how technology enhances client relationships during changing market conditions, reinforcing themes about adaptation and service quality.
Mentioned in this episode
Industry organizations & events:
- MLS Reset Conference: Industry event focusing on MLS transformation and future direction
- National Association of Realtors (NAR): Context for settlement implications Key Concepts Discussed:
- Clear Cooperation Policy: NAR policy requiring listing submission to MLS within one business day
- Broker-of-Choice: Concept where listing brokers could control which brokers access their data
- MLS Consolidation Trends: Ongoing merger and acquisition activity in MLS landscape
Greg's company:
- Cloud CMA: Now part of Lone Wolf's comprehensive solution suite
- W&R Studios: Acquired by Lone Wolf in December 2020
Connect with PropTech Pulse:
Build on foundations that adapt with the market.
Greg's insights reveal an industry in transition, where foundational assumptions about cooperation and data sharing are being rewritten. During periods of major change, the companies that thrive are those with technology infrastructure flexible enough to adapt quickly while maintaining the reliability that professionals depend on daily. Lone Wolf's platform was built to evolve alongside the industry. As MLS structures change, compensation models shift, and data sharing practices transform, our solutions adapt to support however you need to operate. We've navigated industry transitions before by focusing on what Greg describes: building products so good that people choose them regardless of market turbulence. Discover how integrated technology gives you stability during disruption and flexibility to seize opportunities that change creates.
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