#330 - Scaling to 10 Rental Units by 25 with Midterm Rentals - Bailey Kramer

#330 - Scaling to 10 Rental Units by 25 with Midterm Rentals - Bailey Kramer

June 10, 2026 · 58 min

About this episode

Bailey Kramer shares his journey of building a portfolio of 10 rental units by focusing on mid-term rentals and the lessons learned along the way.

Joining us in this episode of Living Off Rentals is Bailey Kramer, a 25-year-old real estate investor who built a portfolio of 10 rental units by focusing on mid-term rentals. Bailey shares how he got started in college, why he chose mid-term rentals over traditional Airbnb listings, and how he scaled his business by learning operations, networking with experienced investors, and taking action early. Listen as he breaks down the lessons he learned from running 30 short-term rentals, buying properties remotely, and building a rental business that creates strong cash flow without the constant headaches of nightly turnovers. Enjoy the show! Key Takeaways: [00:00] Introducing Bailey Kramer and his background [02:49] Building rental income while still in college [06:43] Pursuing business and real estate through YouTube University [09:19] The power of networking and joining a real estate mastermind [11:20] Taking action after months of analysis paralysis [15:22] The idea of pursuing midterm rentals [18:28] Managing 30 short-term rentals and the burnout that came with it [25:54] Buying his first property for $115,000 [28:43] Why Bailey prefers midterm rentals over traditional short-term…

People in this episode

Host: Kirby Atwell

Guest: Bailey Kramer

Topics covered

Keywords

Mentioned in this episode

Organizations: YouTube University

More episodes of Living Off Rentals

Explore listener stats, chart rankings, contacts and more on the Living Off Rentals podcast page.