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Ep 55 | We Had "Winning With AI" WRONG. Here Is What It Really Looks Like.

Author
Pablo Gonzalez
Published
Sat 09 Aug 2025
Episode Link
None

What if everything you've been told about implementing AI is wrong? We thought it was a magic bullet, but the reality is far more powerful.

In this episode, Pablo Gonzalez takes you inside a working session with David Norman and Nick Jacobson to define what winning with AI actually looks like in property management and to reveal the framework that takes clients from frustration to 85-95% automation.

You'll learn:

🧭 The 90-day roadmap to 85% automation (intense QA → coaching → best-practice layering)
🛠️ How to onboard agentic AI like a superstar hire
📚 How to codify SOPs, vendor ranks, and escalation rules so the agent stops guessing
📊 The KPIs that matter: days-to-completion, messages per WO, open WOs, vendor throughput
🚀 A real-world case study of a company that transformed from 40% to 95% automation by fixing its core processes.

Whether you’re a startup PMC or an operator tied to legacy systems, this is a zero-hype, all-signal blueprint for measurable wins.

🎧 Listen to learn how to stop chasing hype and start using AI to systematically build an unbeatable operation, one process at a time.

🌟 Stay Connected with Us:

🎙️Connect with Pablo Gonzalez on LinkedIn
📬Subscribe to Vendoroo's Weekly Newsletter
💼 Follow Vendoroo on LinkedIn
🌐 Visit Vendoroo's Website


Chapters:

00:00:00 AI as a Mirror, Not a Magic Bullet
00:01:30 The "Crossing the Chasm" Framework
00:03:01 Defining ‘Winning’: 85% → 95%
00:06:39 How to Onboard an AI: The First Two Weeks are Critical
00:09:37 David's Perspective: What Winning Really Looks Like
00:11:00 The 90-Day Arc to 85% Automation
00:13:24 Case Study: How "Safe House" Achieved 95% Automation
00:17:10 Climbing the Inevitable Mountain of AI

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