Tyler Casey bought his first fixer upper at 18, held 48 doors and a couple dozen flips by 24, and went on to build a 500 unit property management company in Pittsburg, Kansas. Today he's the CEO of PropEx Property Management, running over 2,200 units across six markets in Kansas, Missouri, Arkansas, and Florida. Jon and Tyler break down the full PropEx tech stack, from AppFolio and Tenant Turner to Haven AI voice agents and a custom speed to lease system built on GoHighLevel, Retell AI, n8n, and the Claude API, plus the AI prospecting tool that bombed and the all in one platform Tyler is building to replace everything. If you're a real estate investor or property manager trying to figure out which prop tech tools are worth the subscription, this episode is your shortcut. Timeline Summary [0:44] – Jon welcomes Tyler Casey, CEO of PropEx Property Management, managing over 2,200 units across six markets [1:09] – Tyler's start at 18: buying fixer uppers in Pittsburg, Kansas while attending Pittsburg State [2:26] – 48 doors and a couple dozen flips by age 24, buying 2008 foreclosures for under $10,000 [4:03] – The transition underway: three years building a custom all in one property management platform [5:20] – Why piecing together prop tech means subscription sprawl, messy dashboards, and 100 options per problem [7:02] – AppFolio, Tenant Turner, and Logitout explained: PMS, 24/7 self showings, and key tracking at scale [9:33] – Haven AI voice agent handles tenant leasing and maintenance calls, work order intake, and vendor assignment [11:46] – The custom speed to lease agent built with Fireflies, Retell AI, GoHighLevel, n8n, and the Claude API [13:10] – Jon on why Pete exists: mismatched KPIs and systems that quietly stop talking to each other [15:33] – The tool that bombed: a voice AI prospecting agent Tyler killed after 3 to 4 months [17:31] – Slowing down idea implementation and testing before anything goes live [19:37] – Why Tyler walks away from any platform that demands a two year contract [20:21] – Measuring tech ROI with KPIs: occupancy, turn times, delinquency, CAC, LTV, and ROAS [22:08] – The blind spot costing investors billions: not benchmarking asset performance against the market [23:59] – The V2 owner portal showing turn times, days on market, and true market rents versus current rents [27:24] – Rapid fire: when not to build a tech stack, the one tool Tyler can't run without, and the Salesforce regret [36:00] – LivApex today and the vision to automate 50% of operating real estate at scale 5 Key Takeaways All In One Beats Tool Sprawl — Stitched together stacks mean multiple subscriptions, multiple dashboards, and integration upcharges. Both Tyler and Jon built their own platforms because mismatched systems lose leads and money. Test on Your Own Portfolio First — Tyler has run his new software on his own 200 doors, about 10% of the business, for nearly a year before any client sees it. Find the problems at 200 units, not 2,200. Never Sign a Two Year Contract — If a software vendor needs to lock you in long term, they're not planning to earn your business daily. Tyler walks away no matter how good the tech looks. Measure Tech With KPIs, Not Vibes — Every tool should move a trackable number: occupancy, turn times, days on market, cost to acquire, lifetime value, or ROAS. If it doesn't, cut it. Benchmark Assets Against the Market — Clean statements hide underperformance. Deferred maintenance, high turnover, and rents $500 under market leave billions on the table across the industry. Links & Resources PropEx Property Management — URL unclear in audio, verify before publish LivApex (Tyler's property management software) — https://www.livapex.com (spelling and URL garbled in transcript, verify against audio) Iron Harbor Real Asset Fund — URL unclear in audio, verify before publish Tenant Turner — https://tenantturner.com Logitout — https://www.logitout.com AppFolio — https://www.appfolio.com GoHighLevel — https://www.gohighlevel.com Haven AI (voice AI for property management) Retell AI — https://www.retellai.com Fireflies — https://fireflies.ai n8n — https://n8n.io ShowMojo — https://showmojo.com Peter Lohmann's property management newsletter — via LinkedIn Inman — https://www.inman.com Lead to Close Health Check: https://leadtoclosetest.com/ Enjoyed This Episode? If you've ever wondered whether that voice AI tool pitching you a two year contract is actually ready for showtime, Tyler's story of the prospecting agent that hurt his outreach is worth the listen alone. Share this one with an investor or property manager who's drowning in subscriptions and dashboards. And if you're getting value from the show, follow, rate, and review the Pete Podcast so more investors can find it.