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. قبل يوم واحد

    The Great Discovery Shift: How AI is Reducing Multifamily's Dependence on ILSs

    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 happening across the internet today: the rise of AI discovery and the growing displacement of traditional destination websites. Platforms that once dominated information discovery are seeing shifting traffic patterns as consumers increasingly turn to AI-powered tools for instant answers rather than clicking through multiple sources. In this episode, Kerry and Jimmy discuss how AI discovery is reshaping the way information is surfaced, consumed, and trusted. As users move from searching to asking, the value of structured content, authoritative information, and discoverable digital assets is increasing dramatically. The conversation examines how websites are evolving from static destinations into knowledge sources that help power AI-generated responses, recommendations, and discovery experiences. Kerry and Jimmy's Words of Wisdom: "For decades, websites existed primarily to attract clicks. Today, they serve a much bigger purpose—they fuel discovery. As AI shifts consumers from searching to asking, the communities that create useful content, answer real questions, and maintain a strong digital presence won't just rank better in search engines—they'll become the sources that AI relies on to guide renter decisions. In the AI era, content isn't just marketing anymore. It's visibility infrastructure." Resources: Tomorrow's Intelligence Built for Today's Renters

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  2. ٢٥ يونيو

    Apartmentalize 2026: Networking, Noise, and Name Badge Flips

    Join Kerry W. Kirby and Jimmy Lancaster, the masterminds behind the Multifamily Tech Gurus Podcast Series, as they recap Apartmentalize 2026 in New Orleans and share their observations from the multifamily industry's biggest annual event. From packed networking opportunities and after-hours conversations to the expo floor and a nonstop wave of vendor pitches, this candid discussion explores the challenges, opportunities, and evolving dynamics shaping today's conference experience. In this episode, Kerry and Jimmy explore a noticeable shift many attendees and exhibitors observed throughout the event: lighter traffic on the trade show floor, increasing competition for attention, and an ever-growing number of vendors competing for a limited pool of potential buyers. As technology providers, suppliers, and service companies continue flooding industry events, the conversation examines whether conference economics, attendee behavior, and buyer expectations are evolving faster than the traditional trade show model. Kerry and Jimmy's Words of Wisdom: "The warning sign isn't lighter booth traffic—it's the economics behind it. When more vendors continue entering the market while buyer participation remains relatively flat, the value equation starts to break down. Conferences were built to connect solution providers with decision-makers, but increasingly they risk becoming ecosystems where vendors market primarily to other vendors. The industry must rethink how events create value, because sustainable growth won't come from adding more exhibitors—it will come from creating better connections." Resources: The Road Show: Where you will find us next.

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  3. ١٨ يونيو

    The Blame Game: Why Connected Systems Require Connected Accountability

    Join Kerry W. Kirby and Jimmy Lancaster, the masterminds behind the Multifamily Tech Gurus Podcast Series, as they unpack one of the most frustrating and costly realities in modern multifamily technology ecosystems: the endless cycle of vendors pointing fingers at one another when systems fail. In today's highly connected operational environment, communities rely on dozens of integrated platforms, but when something goes wrong, accountability often becomes as fragmented as the technology stack itself. In this episode, Kerry and Jimmy explore how disconnected accountability creates operational chaos for property owners, operators, and onsite teams who are left caught in the middle of endless support escalations. They break down real-world scenarios in which integrations are immediately blamed for inaccurate data, failed updates, or missing information—only to discover, after costly investigations and wasted operational time, that the root issue lay within the originating system all along. Kerry and Jimmy's Words of Wisdom: "Connected systems without connected accountability create operational chaos. The moment vendors start treating integrations as someone else's problem, the customer pays the price—in wasted time, delayed resolutions, and broken trust. In today's multifamily ecosystem, technology providers can no longer operate in silos. If systems are connected, accountability has to be connected too. The companies that lead the future of multifamily technology will be the ones that stop pointing fingers and start owning outcomes." Resources: Uniquely curated integrations built for simplifying data.

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  4. ١١ يونيو

    Disconnected: The Growing Divide Between Multifamily Owners and Fee Management

    Join Kerry W. Kirby and Jimmy Lancaster, the masterminds behind the Multifamily Tech Gurus Podcast Series, as they unpack a growing challenge in multifamily housing operations: the widening disconnect between property owners and the management companies operating their assets. In an era when owners expect uninterrupted operational performance through autonomous systems, many fee-managed relationships are still driven by outdated technology stacks and delayed communication models, leaving ownership groups feeling disconnected from the day-to-day performance of their communities. In this episode, Kerry and Jimmy explore how the traditional owner-operator relationship is being reshaped by modern expectations around data, accountability, and operational alignment. They examine how fragmented technology stacks, inconsistent reporting, disconnected marketing efforts, and lack of real-time insight create visibility gaps that make it difficult for owners to fully understand performance, leasing activity, resident experience, and operational efficiency across their portfolios. Kerry and Jimmy's Words of Wisdom: "Owners today want more than property management—they want optimized technology, connected intelligence, and autonomous systems capable of running communities without interruption. The future of fee management will belong to the operators who move beyond manual oversight and fragmented processes to build continuously connected operating environments that keep communities performing, leasing, and evolving in real time." Resources: Empowering managers and renters to thrive in an AI-driven world.

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  5. ٤ يونيو

    The Automation Advantage: Scaling Operations Without Scaling Headcount

    Join Kerry W. Kirby and Jimmy Lancaster, the masterminds behind the Multifamily Tech Gurus Podcast Series, as they explore how automation is reshaping multifamily operations by enabling communities to grow, perform, and scale—without continuously increasing staffing demands. As renter expectations rise and operational complexity intensifies, operators are under growing pressure to do more with the same teams, tighter budgets, and faster response expectations. In this episode, Kerry and Jimmy break down how modern automation tools are eliminating repetitive tasks, reducing operational drag, and allowing teams to focus on higher-value interactions that actually drive leasing performance and resident satisfaction. From automated marketing and AI-assisted communication to streamlined leasing workflows and real-time execution tools, they explore how technology is transforming operations from reactive, labor-intensive processes into connected, scalable systems designed for speed and consistency. Kerry and Jimmy's Words of Wisdom: "The future of multifamily operations isn't about replacing people—it's about removing the operational weight that's slowing them down. Automation enables teams to operate faster, respond smarter, and scale more efficiently without increasing burnout or headcount. The real advantage comes when technology handles the repetitive work, allowing people to focus on the moments that actually create value, build relationships, and drive performance." Resources: Tomorrow's Intelligence Built for Today's Renters

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  6. ٢١ مايو

    Vendor Bender: The Margin Risk of Downstream Providers

    Join Kerry W. Kirby and Jimmy Lancaster, the masterminds behind the Multifamily Tech Gurus Podcast Series, as they unpack a growing but often overlooked risk in modern proptech: what happens when you bundle third-party services into your product—but don't control the economics behind them. In this episode, Kerry and Jimmy explore the risk that comes with reselling or embedding services you don't fully control. From unexpected cost increases to contract misalignment and the challenge of passing those changes through to customers, they break down how quickly profitability can erode—and why most Proptech companies don't see it coming until it's too late. They discuss how dependency on third-party providers can shift power away from the product owner, creating a disconnect between what's sold and what's sustainable. Kerry and Jimmy's Words of Wisdom: "The moment you bundle someone else's service into your product, you don't just inherit the functionality—you inherit their pricing, their decisions, and their risk. Every change they make—whether it's cost increases, service shifts, or policy changes—flows directly into your business and impacts your customer. And if you don't control those variables, you're not protecting your margin—you're exposing it. Because at that point, you're not just selling a solution—you're carrying the financial consequences of decisions you don't make." Resources: Uniquely curated integrations built for simplifying data.

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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.