Making HOAs Loved Again | Daisy | Yotam Cohen | EP 102

Meet the startup that’s rewriting the rules of real estate—one digital employee at a time. In this episode of Scaling Without Breaking, host Roland Siebelink sits down with Yotam Cohen, CEO and Co-founder of Daisy, the AI-native property management company disrupting how communities are run. Yotam reveals how 18 AI agents (complete with names, job titles, and even performance reviews) helped Daisy triple revenue while cutting headcount and keeping customers happier than ever. From onboarding “Agent Steven” to autonomously catching phishing scams, this conversation uncovers how the future of work is already here. Key Takeaways: ● How Daisy became an AI-native company from day one ● The truth about AI-human collaboration in real operations ● Why traditional property management is ripe for disruption ● How to build a positive, evolving company culture in a fast-scaling startup ● What autonomous buildings could look like by 2030 If you’re a startup founder, tech innovator, or builder of the future, hit Subscribe and turn on notifications. You should not miss another deep dive into scaling, leadership, and technology that actually works. Main Topics Discussed 00:02 – 01:41 Introduction of Yotam and Daisy 01:44 – 04:30 AI Agents in Daisy 04:30 – 05:36 “AI Native” Companies 05:36 – 08:20 Day in the Life of an AI Agent (“Agent Steven”) 08:20 – 10:23 Human + AI Collaboration 10:27 – 12:27 Scaling Challenges 12:27 – 13:59 Operational Bottlenecks 13:59 – 15:29 Expansion Strategy 15:29 – 17:31 Customer Growth and Market Demand 17:31 – 18:54 Community Building 19:11 – 20:41 Customer Personas 20:41 – 21:36 Industry Fragmentation and Future Growth 21:36 – 23:14 Managing Global Teams 23:14 – 26:32 Tech Decisions and AI Stack 26:32 – 29:43 Origin Story of Daisy 29:43 – 31:19 Early Challenges and First Clients 31:37 – 33:16 Vision for 2030 33:16 – 35:51 Yotam’s Background 35:51 – 37:18 Entrepreneurial Traits 37:43 – 39:12 Leadership Style 39:12 – 42:11 Core Values 42:11 – 43:33 Source of Positivity 43:54 – 44:39 Parenting Lessons in Leadership 44:45 – 45:29 How to Contact Yotam Connect on LinkedIn: Yotam Cohen, CEO and Co-founder of Daisy Website: joinDaisy.com #AIStartup #PropertyManagement #PropTech #AITransformation #StartupGrowth #RealEstateInnovation #AutonomousBuildings #TechDisruption