How Lindsay Whitaker Built 700 Multifamily Doors (and the Systems That Run Them)

Elevate and Execute — Episode: How Lindsay Whitaker Built 700 Doors (and the Systems That Run Them)

Hosts: Kyle Fernandez, Brian Preston, David Ounanian

Guest: Lindsay Whitaker

Episode Summary

In this inspiring episode, the Elevate and Execute crew sits down with Lindsay Whitaker, a St. Louis real estate investor and property management expert who scaled from humble beginnings to owning and operating over 700 rental units.

Lindsay shares how she started in pizza delivery and insurance sales before jumping into her first real estate deal—and the systems, mindset, and people that helped her grow a massive portfolio. The conversation dives deep into scaling operations, creative finance, the challenges of property management, and how she built a self-managing business using tools like AppFolio and a strong internal team.

It’s a masterclass in growth, grit, and building freedom through real estate.

What You’ll Learn

• How Lindsay went from her first rental to 700+ doors in under a decade
• The importance of building systems before scaling
• Why she transitioned from self-managing to a hybrid management model
• Creative finance and deal structures that fueled her expansion
• How to lead, hire, and build culture inside a real estate company
• The biggest mindset shifts needed to go from small investor to business owner
• Favorite tech and tools for managing large portfolios efficiently
• Lessons learned from mistakes—and why you shouldn’t fear failure

Notable Quotes“You can’t scale chaos. Systems come before growth.”“If you’re managing 10 doors, you’re already a business owner—you just might not realize it yet.”“Every big investor starts with one property. The difference is what they do after the first one.”“Your mindset determines your ceiling. The systems determine how fast you get there.”Subscribe & Review

If Lindsay’s story motivated you to think bigger and build smarter, hit subscribe, leave a review, and share this episode with another investor or entrepreneur ready to scale.

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