THE REAL ESTATE 101 PODCAST

“Can you give us a quick introduction about yourself?”

The standard opening question to establish the guest's background and current role.

“How did your experience in [previous career] shape how you operate in real estate?”

A signature question used to find transferable skills and unique perspectives from the guest's backstory.

“What similarities do you see between [your old industry] and real estate investing?”

A follow-up that pushes the guest to draw concrete parallels between two different fields.

“What is the biggest operational challenge you face when scaling your portfolio?”

This question targets the practical difficulties of growth that listeners can learn from.

“How do you align your people and processes as you grow?”

Focuses on the team management and systems-building aspect of a real estate business.

“What are the key operational red flags you look for during due diligence?”

Asks for specific, actionable advice for investors evaluating a potential deal.

“Amidst all the hype, how do you stay committed to your fundamental process?”

Probes into the guest's investment discipline and how they avoid chasing trends.

“How does a personal habit, like being a runner, influence your investing mindset?”

Connects a guest's personal discipline to their professional strategy.

“Was [a specific early success] the defining moment for you?”

Identifies a key event in the guest's journey to explore its psychological importance.

“How has becoming an entrepreneur changed your daily life compared to your corporate career?”

Shifts the focus to the personal and lifestyle impacts of their career path.

“Looking forward, what's the future of asset management?”

An open-ended question asking for high-level predictions on industry trends.

“How is it possible for sponsors with deals in default to keep raising new capital?”

A pointed question that investigates controversial or complex industry practices.