Multifamily Tech Gurus

Kerry W. Kirby

The Multifamily Tech Gurus Podcast Series brings you the latest real-world experiences of PropTech innovator Kerry W. Kirby and technologist James W. Lancaster. Kerry and Jimmy live on the technology side of the multifamily housing industry. Kerry has built an award-winning company, 365 Connect, the multifamily industry's leading innovator in AI-driven marketing, leasing, and resident engagement platforms, that he founded over two decades ago, and Jimmy leads product development at the company. Together, they are on the frontline of managing their team of developers, customers, and all the craziness in-between.

  1. 5d ago

    The Missing Middle: Making Workforce Housing Economics Work

    Join Kerry W. Kirby and Jimmy Lancaster, the masterminds behind the Multifamily Tech Gurus Podcast Series, as they explore one of the most overlooked challenges in today's housing market: serving the growing population of middle-income renters caught between subsidized affordable housing and increasingly expensive market-rate communities. Often earning between 80% and 120% of Area Median Income, these renters may make too much to qualify for traditional housing assistance, yet still struggle to afford the rapidly rising cost of conventional multifamily housing. In this episode, Kerry and Jimmy examine how a new generation of technology, automation, and intelligent operating systems can help change that equation. From autonomous marketing and leasing workflows to centralized operations, digital resident services, automated communications, and streamlined back-office processes, technology creates opportunities to operate communities with fewer manual tasks and lower administrative overhead. Rather than using innovation solely to add amenities and features, Kerry and Jimmy discuss how technology can become part of the affordability equation by helping operators deliver quality housing more efficiently. Kerry and Jimmy's Words of Wisdom: "The missing middle isn't only a housing supply problem—it's a math problem. If the industry wants to deliver quality housing at attainable rents without relying on deep subsidies or luxury-level pricing, we have to rethink the entire cost structure behind the property. That means finding smarter ways to build, market, lease, and operate communities more efficiently. In the future of workforce housing, operational efficiency may be just as important as bricks, land, and financing." Resources: The World's Most Powerful AI-Driven Platform in Multifamily Today

  2. Aug 27

    MCP Connectors: Unlocking the Next Generation of AI in Multifamily

    Join Kerry W. Kirby and Jimmy Lancaster, the masterminds behind the Multifamily Tech Gurus Podcast Series, as they explore one of the most important advancements shaping the future of artificial intelligence: Model Context Protocol (MCP) connectors. While most conversations around AI focus on chatbots and content generation, the next wave of innovation is centered on giving AI secure, real-time access to the systems, data, and workflows that power modern businesses. In this episode, Kerry and Jimmy explain what MCP connectors are, why they're gaining momentum across the technology industry, and how they enable AI to interact with business applications in ways that were previously impossible. The conversation explores how connected AI can retrieve information, automate workflows, coordinate tasks across multiple systems, and deliver more accurate, context-aware responses by securely accessing live business data instead of relying solely on pre-trained knowledge. Kerry and Jimmy's Words of Wisdom: "Artificial intelligence is only as powerful as the information it can access. Until now, AI has largely operated in isolation, answering questions without understanding the real-time context of your business. MCP changes that by securely connecting AI to the systems, data, and workflows that power your organization. This isn't just the next feature in AI—it's the foundation for the next generation of intelligent business operations." Resources: Tomorrow's Intelligence Built for Today's Renters

  3. Aug 20

    The Ownership Gap: What Owners Expect That Operators Can't Deliver

    Join Kerry W. Kirby and Jimmy Lancaster, the masterminds behind the Multifamily Tech Gurus Podcast Series, as they examine one of the most important challenges facing the multifamily industry today: the growing gap between what property owners expect and what many management companies are equipped to deliver. As technology, automation, and real-time data continue to reshape business operations, owners are demanding faster execution and more measurable performance. In this episode, Kerry and Jimmy explore how ownership expectations have evolved beyond occupancy reports and monthly financials. Today's owners want continuous insight into leasing performance, marketing effectiveness, operational efficiency, resident satisfaction, and portfolio health — all supported by technology that delivers accurate, real-time information. The discussion examines why delayed reporting, disconnected platforms, and manual processes often create frustration on both sides of the relationship, leaving operators struggling to meet rising expectations. Kerry and Jimmy's Words of Wisdom: "The ownership relationship is no longer defined by collecting rent and sending monthly reports. It's defined by delivering continuous visibility, operational intelligence, and measurable performance. Owners are investing millions into their assets, and they expect management companies to operate with the same level of speed, transparency, and accountability they demand from every other part of their business. Closing the ownership gap isn't about better reporting—it's about building greater confidence." Resources: Autonomize your leasing process to operate around the clock.

  4. Aug 13

    The Great Consolidation: Why Less Software is Becoming More Valuable

    Join Kerry W. Kirby and Jimmy Lancaster, the masterminds behind the Multifamily Tech Gurus Podcast Series, as they explore why the multifamily industry is entering a new era where success is no longer measured by the size of a technology stack, but by how well that technology works together. For years, operators solved new challenges by adding more software, more vendors, and more point solutions. Today, many are discovering that each additional platform introduces more complexity, training, integrations, and operational friction. In this episode, Kerry and Jimmy examine why leading property management organizations are rethinking their approach to technology. Rather than chasing the longest feature lists, they're prioritizing streamlined workflows, connected systems, and platforms that simplify operations rather than complicate them. The discussion explores how fewer applications can often produce better business outcomes by improving user adoption, reducing duplicate processes, eliminating data silos, and creating a more consistent experience for onsite teams and residents alike. Kerry and Jimmy's Words of Wisdom: "The software with the longest feature list rarely wins. The software that removes the most friction usually does. Every unnecessary application, duplicate workflow, and disconnected process steals time from your teams and attention from your residents. The companies that simplify their technology ecosystem won't just operate more efficiently—they'll build organizations that are faster, more agile, and better prepared for whatever comes next." Resources: Multifamily housing operating models are being rewritten.

  5. Aug 6

    The Searchless Future: From Keywords to Conversations

    Join Kerry W. Kirby and Jimmy Lancaster, the masterminds behind the Multifamily Tech Gurus Podcast Series, as they explore one of the most significant shifts in the history of the internet: the transition from keyword-based search to AI-powered conversations. For more than two decades, businesses optimized their digital presence around search engines, rankings, and clicks. Today, consumers are increasingly replacing traditional searches with conversational AI, asking questions and receiving instant, personalized answers that are fundamentally changing how information is discovered. In this episode, Kerry and Jimmy examine how this transformation is reshaping digital marketing, content strategy, and online visibility. As AI platforms become the first stop for research and decision-making, websites are evolving from destinations designed to attract clicks into trusted knowledge sources that power AI-generated recommendations. The conversation explores why structured content, digital authority, and continuous publishing have become more important than ever in an era where discoverability depends less on keywords and more on context. Kerry and Jimmy's Words of Wisdom: "The future of discovery won't be won by the companies with the most keywords—it will be won by the organizations that provide the most trusted answers. As the internet moves from keywords to conversations, the communities that build authority, create meaningful content, and establish themselves as reliable sources of information won't simply rank higher—they'll become part of the conversation itself." Resources: Artificial intelligence is powering a new era in multifamily housing.

  6. Jul 30

    The Visibility Advantage: Winning the New Discovery Economy

    Join Kerry W. Kirby and Jimmy Lancaster, the masterminds behind the Multifamily Tech Gurus Podcast Series, as they explore why visibility has become one of the most valuable competitive advantages in multifamily housing. As renters increasingly discover communities through search engines, social media, maps, and AI-powered discovery platforms, traditional digital marketing strategies are no longer enough. In this episode, Kerry and Jimmy discuss why websites, SEO, and social media can no longer operate as independent marketing initiatives. Instead, they must function as a unified visibility engine that continuously expands a community's digital footprint. The conversation examines how high-performance, WCAG-certified websites, AI-optimized content, and autonomous social media publishing work together to create a compounding effect that strengthens discoverability and increases engagement across both traditional search and emerging AI-driven platforms. Kerry and Jimmy's Words of Wisdom: "Visibility has become the foundation of modern leasing performance. Renters no longer discover communities through a single search—they encounter them across search engines, social media, maps, reviews, and AI-driven discovery platforms. The companies that continue treating these as separate marketing channels will struggle to compete. The future belongs to organizations that build a unified visibility engine where every digital touchpoint works together." Resources: Leverage the power of artificial intelligence to stay in front of vacancies.

  7. Jul 23

    AI Infrastructure: Building The Next Competitive Advantage

    Join Kerry W. Kirby and Jimmy Lancaster, the masterminds behind the Multifamily Tech Gurus Podcast Series, as they explore why the biggest impact of artificial intelligence isn't just in the products companies build—it's in how those products are created. Across the software industry, organizations are redesigning product development around AI-powered workflows, prompt engineering, AI orchestration, and human-AI collaboration to accelerate innovation, improve quality, and dramatically shorten development cycles. In this episode, Kerry and Jimmy discuss how AI is evolving from a productivity tool into foundational business infrastructure. Rather than simply helping developers write code faster, AI is reshaping every stage of the software lifecycle—from product planning and engineering to testing, documentation, quality assurance, and deployment. The companies embracing AI as part of their operational infrastructure are building better products, responding to customers faster, and creating a competitive advantage that extends far beyond the technology itself. Kerry and Jimmy's Words of Wisdom: "AI isn't replacing people—it's changing what people do. The next generation of successful companies will hire fewer people to perform repetitive tasks and more people to orchestrate intelligent systems. Just as software companies are transforming product development with AI infrastructure, multifamily operators have an opportunity to redesign how communities are marketed, leased, and managed. The competitive advantage won't come from owning AI—it will come from knowing how to build your organization around it." Resources: Experience The Power of Intelligent Automation

  8. Jul 16

    The Easy Target: When The Vendor Becomes The Perfect Scapegoat

    Join Kerry W. Kirby and Jimmy Lancaster, the masterminds behind the Multifamily Tech Gurus Podcast Series, as they tackle a common challenge in multifamily operations: the tendency to blame vendors before uncovering the true source of the problem. When leads slow down, occupancy softens, or performance changes unexpectedly, the first assumption is often that a website, marketing platform, or software provider has failed. But is the vendor really the problem—or simply the most visible target? In this episode, Kerry and Jimmy explore why assumptions often replace analysis, how operators can distinguish symptoms from root causes, and why data should always drive decision-making before conclusions are drawn. From competitive intelligence and market conditions to consumer behavior and operational metrics, Kerry and Jimmy discuss the importance of looking beyond the obvious to identify what is truly influencing performance. Kerry and Jimmy's Words of Wisdom: "Data doesn't have opinions—it tells a story. The challenge is that too many organizations stop reading after the first chapter. When leads decline or performance changes, the instinct is to blame the nearest vendor rather than investigate broader market dynamics. The companies that lead this industry aren't the ones that react the fastest—they're the ones that ask better questions, uncover the real cause, and solve the right problem." Resources: Tomorrow's Intelligence Built for Today's Renters

See All (118)

5
out of 5
3 Ratings

About

The Multifamily Tech Gurus Podcast Series brings you the latest real-world experiences of PropTech innovator Kerry W. Kirby and technologist James W. Lancaster. Kerry and Jimmy live on the technology side of the multifamily housing industry. Kerry has built an award-winning company, 365 Connect, the multifamily industry's leading innovator in AI-driven marketing, leasing, and resident engagement platforms, that he founded over two decades ago, and Jimmy leads product development at the company. Together, they are on the frontline of managing their team of developers, customers, and all the craziness in-between.

Information

  • Creator
    Kerry W. Kirby
  • Years Active
    2024 - 2026
  • Episodes
    118
  • Rating
    Clean
  • Copyright
    © 2024
  • Show Website
    Multifamily Tech Gurus