158: Rookie Reply: The Best Career Moves for an Aspiring Real Estate Investor

7 Dec 2025 · 17 min
Episode

7 Dec 2025 · 17 min

0:00

Podcast episode 158 of Real Estate Rookie (hosts Ashley Kerr and Tony Robinson). The episode opens with host updates and a personal anecdote about helping a friend displaced when two people crashed into her rent-to-own house. The main segment is a listener Q from Ryan Costner (Chicago) asking what jobs best immerse someone in real estate without large pay cuts; Ryan currently works for a contractor doing maintenance for a property management company and has construction experience plus a business management degree. Hosts advise reflecting on learned maintenance skills, expanding current role (shadowing, taking initiative), working directly for an investor or as a project manager, partnering with property owners, doing time studies to find spare hours instead of taking lower-pay roles, and tactics to find owners/contacts. Sponsors and a call for guest applicants close the episode.

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