He Turned Down JPMorgan to Build a Luxury Airbnb Empire episode artwork

EPISODE · Oct 6, 2025 · 58 MIN

He Turned Down JPMorgan to Build a Luxury Airbnb Empire

from Half Past Chai · host Half Past Chai

Today we’re sitting down with Rajan Chida - an entrepreneur who turned down a job offer at JPMorgan to build his own path. Instead of taking the traditional 9-5 route, Rajan co-founded Royal Oak Retreat, a luxury cabin experience in Virginia, where he’s building more than just a business he’s building a lifestyle.We dive into what it’s like going against cultural expectations, buying land, building a retreat from scratch, and why betting on yourself can be the most rewarding risk you ever take.New episodes every Monday at 7 am. Don’t forget to subscribe, and as always, we love you! Thank you for spending your Monday with us 💛Royal Oak Retreat: https://www.royaloakretreat.comDonate to Therapist Beyond Borders here: https://givebutter.com/H8JMbY🎙 Submit your stories: https://www.halfpastchai.com/📲 Follow us: https://bio.site/halfpastchaiUse code HALFPASTCHAI to get 15% off https://andcollar.com/Time codes0:00 - WELCOME TO HALF PAST CHAI2:27 - Who is Rajan Chida?8:51 - Where did the money come from?11:53 - How did the shoe business start?16:30 - How Rajan met his business partner, Renzo22:16 - How did the shoe business help you with what you’re doing now25:50 - The long game.34:14 - Do you ever question what you’re doing?37:05 - What happened when you went viral?40:01 - EVERYTHING ON YOUR PHONE46:40 - Advice for someone trying to start their own business50:08 - The technical side of the business55:13 - Rapid Fire

Episode metadata supplied by the publisher feed · Published Oct 6, 2025

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He Turned Down JPMorgan to Build a Luxury Airbnb Empire

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