Pioneering the AI-rollup model with Dan Lifshits, Co-Founder @ Dwelly

🏡 The UK rental market is being rebuilt — with AI at its core.

Today’s Riding Unicorns episode is with Dan Lifshits, Co-Founder & CEO of Dwelly, the AI-first lettings and property management platform transforming how landlords, tenants, and agents interact.

Dwelly is on a mission to modernise the rental experience by acquiring traditional letting agencies and rebuilding them with technology. Backed by General Catalyst, the company combines the operational rigour of real estate with the scalability of AI.

Before Dwelly, Dan helped scale Gett from startup to $1bn+ in GMV, managing thousands of people across markets. Now he’s using that same playbook to tackle one of the UK’s most fragmented, inefficient industries.

In this episode we cover:
🏠 The rise of the AI rollup model — and why it could define the next decade
⚙️ Using AI to streamline property management and improve transparency
📊 How Dwelly uses data to determine the “perfect process” across every letting
💬 Why the team relocated to Hull to sit alongside their first acquisition
💡 Turning investor scepticism into conviction
🚀 Lessons from scaling operationally complex businesses like Gett

Dan also explains why he doesn’t believe in fully remote startups, how AI will reshape service industries, and what founders can learn from combining product, M&A, and execution at scale.

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Have a great Wednesday,
The Riding Unicorns team