[{"data":1,"prerenderedAt":32},["ShallowReactive",2],{"blog-post-2026-leasing-report-nola-van-sessions-ai-property-management":3},{"id":4,"title":5,"subheading":6,"slug":7,"excerpt":8,"metaDescription":9,"content":10,"renderedHTML":11,"tags":12,"author":14,"authorImage":15,"coverImage":16,"platform":17,"type":18,"cta":19,"publishDate":25,"lastEditedTime":26,"createdTime":27,"status":28,"featured":29,"viewCount":30,"readingTime":31,"renderedContent":11},"3561a919-dc5b-8090-bfd5-ff6018ce4d10","2026 Leasing Software Report: The NOLA Van Sessions, and the Vibecoding Trap","Issue 045 - PropertyManagement.com Weekly Newsletter","2026-leasing-report-nola-van-sessions-ai-property-management","The report highlights a rapid AI-driven shift in property‑management leasing software, warning against DIY “vibecoding” that creates tech debt and urging operators to adopt AI‑native platforms to boost efficiency and revenue. It notes a resurgence in M&A activity, with strong operators poised for higher multiples, and invites early‑stage participants to join a founding cohort for a custom AI leasing assistant before its public launch.","The 2026 Leasing Category Report is here. See which AI-native platforms fill vacancies fastest, why vibecoding backfires, and how M&A is reshaping property management.","","\u003Ch1 id=\"the-nola-van-sessions\" class=\"text-3xl md:text-4xl font-bold text-dark-blue mb-6 mt-8 leading-tight\">\u003Cstrong class=\"font-semibold\">💬 The NOLA Van Sessions\u003C\u002Fstrong>\u003C\u002Fh1>\n\u003Cp class=\"mb-4 text-primary leading-relaxed text-lg\">(And the dangerous trap of building your own software.)\u003C\u002Fp>\n\n        \u003Cfigure class=\"mb-6 max-w-fit\" style=\"max-width: fit-content;\">\n          \u003Cimg src=\"https:\u002F\u002Fpugchphfgofjyszpuwfv.supabase.co\u002Fstorage\u002Fv1\u002Fobject\u002Fpublic\u002Fblog-images\u002Fposts\u002F3561a919-dc5b-8090-bfd5-ff6018ce4d10\u002Fcontent\u002Fcontent-1.jpg\" alt=\"2026 Leasing Software Report: The NOLA Van Sessions, and the Vibecoding Trap - Image 1 | PropertyManagement.com\" class=\"w-full max-w-4xl mx-auto rounded-lg shadow-lg\">\n          \n        \u003C\u002Ffigure>\n\u003Chr class=\"border-t border-gray-300 my-8\">\n\u003Cp class=\"mb-4 text-primary leading-relaxed text-lg\">My co-founder Chuck, our Head of Engineering Oskar, and I spent the much of the last week road-tripping from Florida to New Orleans for the Broker\u002FOwner conference.\u003C\u002Fp>\n\u003Cp class=\"mb-4 text-primary leading-relaxed text-lg\">\u003Cstrong class=\"font-semibold\">It felt like we were 22 again.\u003C\u002Fstrong>\u003C\u002Fp>\n\u003Cp class=\"mb-4 text-primary leading-relaxed text-lg\">Oskar actually is 23. But between his AI-native engineering skills, his ability to rap \u003Ca href=\"https:\u002F\u002Fwww.linkedin.com\u002Fposts\u002Fcharleshattemer_flying-down-i-10-through-mississippi-quick-activity-7454493805602443264-MDoH?utm_source=share&utm_medium=member_desktop&rcm=ACoAAAx_46gBKw8NbCkfuV6N-e2xvLa7lTzFy_g\" target=\"_blank\" rel=\"noopener noreferrer\" class=\"text-blue hover:text-dark-blue underline transition-colors duration-200\">“Ice Ice Baby”\u003C\u002Fa> start to finish, and his encyclopedic knowledge of American movies, the Australian is definitely an old soul.\u003C\u002Fp>\n\u003Cp class=\"mb-4 text-primary leading-relaxed text-lg\">When we got to NOLA, we parked the mobile podcast studio van at our Airbnb and got to work. We interviewed ~10 software CEOs and industry leaders right there in the garage of our New Orleans Airbnb.\u003C\u002Fp>\n\u003Cp class=\"mb-4 text-primary leading-relaxed text-lg\">Aside from an ironic lesson on carbon monoxide poisoning and \u003Cstrong class=\"font-semibold\">nearly killing Ray Hespen\u003C\u002Fstrong> (I’m kidding, but you will have to watch the episode for the context), the lineup of conversations was incredible.\u003C\u002Fp>\n\u003Cp class=\"mb-4 text-primary leading-relaxed text-lg\">After hours of off-the-record discussions with the people building the infrastructure of this industry, three things are absolutely clear.\u003C\u002Fp>\n\u003Ch2 id=\"1-the-golden-era-is-here\" class=\"text-2xl md:text-3xl font-semibold text-dark-blue mb-4 mt-6 leading-tight\">\u003Cstrong class=\"font-semibold\">(1) The Golden Era is Here\u003C\u002Fstrong>\u003C\u002Fh2>\n\u003Cp class=\"mb-4 text-primary leading-relaxed text-lg\">This is a full AI takeover. We are entering a golden era for property managers. The operators who move out of the planning phase and into execution are going to make a lot of money. The efficiency gains are no longer hypothetical.\u003C\u002Fp>\n\u003Ch2 id=\"2-the-vibecoding-trap\" class=\"text-2xl md:text-3xl font-semibold text-dark-blue mb-4 mt-6 leading-tight\">\u003Cstrong class=\"font-semibold\">(2) The Vibecoding Trap\u003C\u002Fstrong>\u003C\u002Fh2>\n\u003Cp class=\"mb-4 text-primary leading-relaxed text-lg\">You all know I&#39;m a huge fan of vibecoding. But... there is a dangerous trend emerging. PMs who try to do too much “vibecoding” themselves are going to end up accidentally building software companies. If you try to build everything yourself, you will amass massive tech debt. You will end up having to hire a CTO and engineers. You will completely defeat the efficiency AI was supposed to provide for your operation. Let the technologists build the tech (at least the hard problems). You focus on being an elite property manager.\u003C\u002Fp>\n\u003Ch2 id=\"3-acquisitions-are-firing-back-up-in-a-big-way\" class=\"text-2xl md:text-3xl font-semibold text-dark-blue mb-4 mt-6 leading-tight\">\u003Cstrong class=\"font-semibold\">(3) Acquisitions Are Firing Back Up in a Big Way\u003C\u002Fstrong>\u003C\u002Fh2>\n\u003Cp class=\"mb-4 text-primary leading-relaxed text-lg\">M&amp;A is back, and the momentum is building fast. I expect multiples to go up. The best operators are going to build serious operational momentum using AI, and they will position themselves for massive exits.\u003C\u002Fp>\n\u003Ch2 id=\"the-leasing-software-divide\" class=\"text-2xl md:text-3xl font-semibold text-dark-blue mb-4 mt-6 leading-tight\">\u003Cstrong class=\"font-semibold\">The Leasing Software Divide\u003C\u002Fstrong>\u003C\u002Fh2>\n\u003Cp class=\"mb-4 text-primary leading-relaxed text-lg\">Because AI is progressing so quickly, every software category is about to become hyper-competitive.\u003C\u002Fp>\n\u003Cp class=\"mb-4 text-primary leading-relaxed text-lg\">Nowhere is that more obvious right now than in \u003Cstrong class=\"font-semibold\">Leasing Software.\u003C\u002Fstrong>\u003C\u002Fp>\n\u003Cp class=\"mb-4 text-primary leading-relaxed text-lg\">The category is transitioning from simple automation (if-then scheduling paths) to AI-native intelligence (instant, conversational responses). Your leasing software isn’t just a scheduling tool anymore. It is the revenue engine of your business.\u003C\u002Fp>\n\n        \u003Cblockquote class=\"border-l-4 border-blue-500 pl-4 py-2 bg-blue-50 rounded-r-lg mb-6\">\n          \u003Cdiv class=\"text-gray-700 italic\">Today, we are dropping the \u003Ca href=\"https:\u002F\u002Fpropertymanagement.com\u002Fproperty-management-software\" target=\"_blank\" rel=\"noopener noreferrer\" class=\"text-blue hover:text-dark-blue underline transition-colors duration-200\">\u003Cstrong class=\"font-semibold\">2026 Leasing Category Report\u003C\u002Fstrong>\u003C\u002Fa>\u003Cstrong class=\"font-semibold\">.\u003C\u002Fstrong>\u003C\u002Fdiv>\n        \u003C\u002Fblockquote>\n\u003Cp class=\"mb-4 text-primary leading-relaxed text-lg\">It is built on 410 verified operator evaluations and 687 verified client surveys.\u003C\u002Fp>\n\u003Cp class=\"mb-4 text-primary leading-relaxed text-lg\">We name the clear category leader.\u003C\u002Fp>\n\u003Cp class=\"mb-4 text-primary leading-relaxed text-lg\">We break down exactly how the massive incumbents are responding.\u003C\u002Fp>\n\u003Cp class=\"mb-4 text-primary leading-relaxed text-lg\">We reveal the verified data on which platforms actually fill vacancies the fastest.\u003C\u002Fp>\n\u003Cp class=\"mb-4 text-primary leading-relaxed text-lg\">Stop guessing on the tool that drives your revenue. Get the data.\u003C\u002Fp>\n\n        \u003Cdiv class=\"flex items-start gap-3 p-4 rounded-lg border mb-6 bg-gray-100 border-gray-300\">\n          \u003Cdiv class=\"text-xl flex-shrink-0 mt-0.5\">💡\u003C\u002Fdiv>\n          \u003Cdiv class=\"flex-1\">\n            \u003Cdiv class=\"mb-3\">\u003Ca href=\"https:\u002F\u002Fpropertymanagement.com\u002Fproperty-management-software\" target=\"_blank\" rel=\"noopener noreferrer\" class=\"text-blue hover:text-dark-blue underline transition-colors duration-200\">Check out the 2026 Leasing Category Report Here\u003C\u002Fa>\u003C\u002Fdiv>\n            \n          \u003C\u002Fdiv>\n        \u003C\u002Fdiv>\n\u003Chr class=\"border-t border-gray-300 my-8\">\n\u003Ch2 id=\"the-founding-cohort\" class=\"text-2xl md:text-3xl font-semibold text-dark-blue mb-4 mt-6 leading-tight\">\u003Cstrong class=\"font-semibold\">The Founding Cohort\u003C\u002Fstrong>\u003C\u002Fh2>\n\u003Cp class=\"mb-4 text-primary leading-relaxed text-lg\">They&#39;ve been filling quickly, but we still have a few spots remaining for our founding cohort.\u003C\u002Fp>\n\u003Cp class=\"mb-4 text-primary leading-relaxed text-lg\">This is not an invitation to buy a product. It is an invitation to build with us.\u003C\u002Fp>\n\u003Cp class=\"mb-4 text-primary leading-relaxed text-lg\">The companies that join this cohort will help us build and refine the BDR agent that prospects while you sleep.\u003C\u002Fp>\n\u003Cp class=\"mb-4 text-primary leading-relaxed text-lg\">Waiting is entirely okay. We expect a fully public release around July 1.\u003C\u002Fp>\n\u003Cp class=\"mb-4 text-primary leading-relaxed text-lg\">But if you want \u003Cstrong class=\"font-semibold\">early access\u003C\u002Fstrong>, and if you want to be in the room shaping the tools built specifically for your business, this is your moment. By the time this goes mainstream, the PMs in this cohort will have months of operational learning and custom agent-building on everyone else.\u003C\u002Fp>\n\u003Cp class=\"mb-4 text-primary leading-relaxed text-lg\">Spots are first come, first served.\u003C\u002Fp>\n\u003Cp class=\"mb-4 text-primary leading-relaxed text-lg\">You can apply for the \u003Cstrong class=\"font-semibold\">Founding Cohort\u003C\u002Fstrong> by \u003Ca href=\"https:\u002F\u002Fmeetings-na2.hubspot.com\u002Fmatt-speer\u002Faipilot?uuid=a39a5685-60ea-4a50-bb49-c0834340cd43\" target=\"_blank\" rel=\"noopener noreferrer\" class=\"text-blue hover:text-dark-blue underline transition-colors duration-200\">setting up time\u003C\u002Fa> with me directly.\u003C\u002Fp>\n\u003Cp class=\"mb-4 text-primary leading-relaxed text-lg\">Let&#39;s get to work.\u003C\u002Fp>\n\u003Chr class=\"border-t border-gray-300 my-8\">\n\u003Ch1 id=\"check-out-unfiltered-propertymanagement-com-s-official-podcast\" class=\"text-3xl md:text-4xl font-bold text-dark-blue mb-6 mt-8 leading-tight\">\u003Cstrong class=\"font-semibold\">Check out Unfiltered: PropertyManagement.com&#39;s Official Podcast\u003C\u002Fstrong>\u003C\u002Fh1>\n\u003Cp class=\"mb-4 text-primary leading-relaxed text-lg\">In this episode of Unfiltered, host \u003Ca href=\"https:\u002F\u002Fwww.linkedin.com\u002Fin\u002Fdylanscroggins\u002F\" target=\"_blank\" rel=\"noopener noreferrer\" class=\"text-blue hover:text-dark-blue underline transition-colors duration-200\">Dylan Scroggins\u003C\u002Fa> sits down with Chas Foote, CEO of Grove, about his journey into property management, the challenges and opportunities within the industry, and the importance of professionalizing operations. Chas shares insights on acquiring property management businesses, the significance of customer relationships, and the evolving landscape of property management.\u003C\u002Fp>\n\n          \u003Cfigure class=\"mb-6\">\n            \u003Cdiv class=\"relative w-full aspect-video bg-gray-100 rounded-lg overflow-hidden shadow-sm\">\n              \u003Ciframe \n                src=\"https:\u002F\u002Fwww.youtube.com\u002Fembed\u002Fc5XMROfyAwc\" \n                title=\"2026 Leasing Software Report: The NOLA Van Sessions, and the Vibecoding Trap - Video 1 | PropertyManagement.com\"\n                class=\"absolute inset-0 w-full h-full\"\n                frameborder=\"0\"\n                \n                allow=\"accelerometer; autoplay; clipboard-write; encrypted-media; gyroscope; picture-in-picture; web-share\"\n                allowfullscreen\n                loading=\"lazy\">\n              \u003C\u002Fiframe>\n            \u003C\u002Fdiv>\n            \n          \u003C\u002Ffigure>\n\u003Chr class=\"border-t border-gray-300 my-8\">\n\u003Ch2 id=\"get-verified-on-propertymanagement-com\" class=\"text-2xl md:text-3xl font-semibold text-dark-blue mb-4 mt-6 leading-tight\">\u003Cstrong class=\"font-semibold\">Get Verified on PropertyManagement.com\u003C\u002Fstrong>\u003C\u002Fh2>\n\n        \u003Cdiv class=\"flex items-start gap-3 p-4 rounded-lg border mb-6 bg-gray-100 border-gray-300\">\n          \u003Cdiv class=\"text-xl flex-shrink-0 mt-0.5\">💡\u003C\u002Fdiv>\n          \u003Cdiv class=\"flex-1\">\n            \u003Cdiv class=\"mb-3\">\u003Cstrong class=\"font-semibold\">Stake your claim on PropertyManagement.com while we’re building the next generation of industry credibility - \u003C\u002Fstrong>\u003Ca href=\"https:\u002F\u002Fpropertymanagement.com\u002Fverification\" target=\"_blank\" rel=\"noopener noreferrer\" class=\"text-blue hover:text-dark-blue underline transition-colors duration-200\">\u003Cstrong class=\"font-semibold\">Get Verified for Free\u003C\u002Fstrong>\u003C\u002Fa>\u003C\u002Fdiv>\n            \n          \u003C\u002Fdiv>\n        \u003C\u002Fdiv>\n\u003Chr class=\"border-t border-gray-300 my-8\">\n\u003Ch2 id=\"closing-thoughts\" class=\"text-2xl md:text-3xl font-semibold text-dark-blue mb-4 mt-6 leading-tight\">\u003Cstrong class=\"font-semibold\">Closing Thoughts\u003C\u002Fstrong>\u003C\u002Fh2>\n\u003Cp class=\"mb-4 text-primary leading-relaxed text-lg\">Before you get back to your day, here’s the simple takeaway: The AI transition is happening faster than anyone predicted, but you do not need to become a software engineer to win.\u003C\u002Fp>\n\u003Cul class=\"list-disc pl-6 mb-6 space-y-2\">\n\u003Cli class=\"mb-2 leading-relaxed text-primary text-lg\">\u003Cstrong class=\"font-semibold\">Avoid the tech debt:\u003C\u002Fstrong> Do not try to build a custom tech stack from scratch. Pay for the software. Focus on the data.\u003C\u002Fli>\n\u003Cli class=\"mb-2 leading-relaxed text-primary text-lg\">\u003Cstrong class=\"font-semibold\">Leasing is intelligence:\u003C\u002Fstrong> The operators who choose an AI-ready leasing platform today will compound their advantage while competitors wait for their next product release.\u003C\u002Fli>\n\u003Cli class=\"mb-2 leading-relaxed text-primary text-lg\">\u003Cstrong class=\"font-semibold\">The M&amp;A wave is coming:\u003C\u002Fstrong> Build a clean, data-driven operation now. The rising multiples will reward the operators who get this right.\u003C\u002Fli>\n\u003C\u002Ful>\n\u003Cp class=\"mb-4 text-primary leading-relaxed text-lg\">It was great seeing so many of you in New Orleans.\u003C\u002Fp>",[13],"Newsletter","Matt Speer","https:\u002F\u002Fpugchphfgofjyszpuwfv.supabase.co\u002Fstorage\u002Fv1\u002Fobject\u002Fpublic\u002Fblog-images\u002Fposts\u002F3561a919-dc5b-8090-bfd5-ff6018ce4d10\u002Fauthor\u002Fauthor.jpeg","https:\u002F\u002Fpugchphfgofjyszpuwfv.supabase.co\u002Fstorage\u002Fv1\u002Fobject\u002Fpublic\u002Fblog-images\u002Fposts\u002F3561a919-dc5b-8090-bfd5-ff6018ce4d10\u002Fcover\u002Fcover.png","Blog","Long Form",{"id":20,"url":21,"type":22,"title":23,"description":24},"24d1a919-dc5b-804c-ba1f-c796f71d006e","https:\u002F\u002Fmeetings-na2.hubspot.com\u002Fmatt-speer\u002Ftruematch-paid-partner","button","Get Verified","Matt's Calendly link","2026-05-01T00:00:00.000Z","2026-05-04T15:17:00+00:00","2026-05-04T15:17:25.92577+00:00","published",false,0,5,1784596571313]