# Structure Over Deals: Real Estate Profit Strategy with Cherif Medawar Page: https://stenobird.com/podcast/path-to-passive-real-estate-investing-for-technology-professionals-6612569/137-structure-over-deals-real-estate-profit-strategy-with-cherif-medawar Text version: https://stenobird.com/podcast/path-to-passive-real-estate-investing-for-technology-professionals-6612569/137-structure-over-deals-real-estate-profit-strategy-with-cherif-medawar.md Podcast: [Path To Passive: Real Estate Investing For Technology Professionals](https://stenobird.com/podcast/path-to-passive-real-estate-investing-for-technology-professionals-6612569) Published: 2026-05-08T19:00:00+00:00 Episode link: https://www.buzzsprout.com/2247837/episodes/19097205-structure-over-deals-real-estate-profit-strategy-with-cherif-medawar.mp3 Audio file: https://www.buzzsprout.com/2247837/episodes/19097205-structure-over-deals-real-estate-profit-strategy-with-cherif-medawar.mp3 Processing state: not_requested JSON: https://stenobird.com/v1/public/podcasts/path-to-passive-real-estate-investing-for-technology-professionals-6612569/episodes/137-structure-over-deals-real-estate-profit-strategy-with-cherif-medawar Duration seconds: 3551 ## Resource Send us Fan Mail Your W-2 salary is a great start, but it was never designed to build the kind of wealth that lets you step back and live life on your own terms. In this episode of Path to Passive, host Steven sits down with Cherif Medawar — a real estate investor, fund manager, and educator with 35+ years of experience. He has completed hundreds of transactions and built a $100M+ portfolio across the U.S. and Puerto Rico, including historic commercial assets in Old San Juan. Ch... ## Actions - request_transcript: `POST https://stenobird.com/v1/public/podcasts/path-to-passive-real-estate-investing-for-technology-professionals-6612569/episodes/137-structure-over-deals-real-estate-profit-strategy-with-cherif-medawar/transcription-requests` — Idempotently request low-priority transcript generation for this episode. - read_markdown: `GET https://stenobird.com/podcast/path-to-passive-real-estate-investing-for-technology-professionals-6612569/137-structure-over-deals-real-estate-profit-strategy-with-cherif-medawar.md` — Read the agent-friendly Markdown representation of this episode resource. A page view does not enqueue transcription. Agents should invoke `request_transcript` explicitly when they need this episode processed. ## Transcript Full transcripts are not published on public pages unless there is a clear rights basis.