The $10B Real Estate Strategy: Investors Want One Roof More Than 52 Doors

The $10B Real Estate Strategy: Investors Want One Roof More Than 52 Doors

From Making Billions: The Private Equity Podcast for Fund Managers, Alternative Asset Managers, and Venture Capital Investors by Ryan Miller

February 23, 2026 · 59 min · Episode 205

About this episode

In this episode, Ryan Miller interviews Jason Castellan about building a $10 billion real estate empire from a single student rental house.

Send us Fan Mail LEARN THE CAPITAL RAISING STRATEGIES AND FRAMEWORKS used by alternative asset professionals: https://go.fundraisecapital.co/apply How do you turn a single student rental house into a $10 billion real estate empire? In this episode of Making Billions, host Ryan Miller sits down with Jason Castellan, the Co-Founder and CEO of Skyline Group of Companies, to deconstruct the journey of building one of Canada’s most successful private equity and alternative asset management f...

People in this episode

Host: Ryan Miller

Guest: Jason Castellan

Topics covered

  • real estate
  • private equity
  • capital raising
  • investment strategies
  • entrepreneurship

Keywords

  • real estate strategy
  • private equity
  • capital raising
  • investment
  • entrepreneurship

Mentioned in this episode

Organizations: Skyline Group of Companies

Places: Canada

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