268: Designing and Operating a Boutique Wellness Resort with Diana Ossa and Josh Dobken

In this episode of Zen and the Art of Real Estate Investing, Jonathan sits down with Diana Ossa and Josh Dobken to discuss the creation of their boutique wellness resort in Palm Springs. As a couple with a shared vision for conscious living, they transformed their dream into a real estate venture focused on wellness, sustainability, and community. Diana and Josh walk through the real estate challenges and rewards of developing in a foreign country. They talk about their approach to design and development, why they chose Palm Springs, and how they’re creating a guest experience that’s intimate, personalized, and grounded in nature. Their project isn’t just about hospitality. It’s about building something that reflects their values and lifestyle. Jonathan explores how they approached the design process, from layout to material selection, and how they balanced the creative aspects with logistical and financial realities. They also discuss the importance of timing, trusting their instincts, and building a brand that speaks to a like-minded audience. Their story offers a firsthand look at how intentional living and real estate investment can align. This episode is an honest and inspiring look at what it takes to create a boutique experience that blends business with purpose. In this episode, you will hear: Designing a resort around wellness, simplicity, and intentionality Bringing a personal lifestyle vision to life through real estate Prioritizing community, sustainability, and guest experience in every decision The power of trusting intuition and moving at a deliberate pace Lessons from shifting careers into hospitality development Follow and Review: We’d love for you to follow us if you haven’t yet. Click that purple '+' in the top right corner of your Apple Podcasts app. We’d love it even more if you could drop a review or 5-star rating over on Apple Podcasts. Simply select “Ratings and Reviews” and “Write a Review” then a quick line with your favorite part of the episode. It only takes a second and it helps spread the word about the podcast. Supporting Resources: Design - Invest website - www.designinvestfi.com Design - Invest on Instagram - instagram.com/d.i.fi Terra Palm Springs website - www.terrapalmsprings.com Terra Palm Springs on Instagram - www.instagram.com/terrapalmsprings Website - www.streamlined.properties YouTube - www.youtube.com/c/JonathanGreeneRE/videos Instagram - www.instagram.com/trustgreene Instagram - www.instagram.com/streamlinedproperties TikTok - www.tiktok.com/@trustgreene Zillow - www.zillow.com/profile/StreamlinedReal Bigger Pockets - www.biggerpockets.com/users/TrustGreene Facebook - www.facebook.com/streamlinedproperties Email - info@streamlined.properties Episode Credits If you like this podcast and are thinking of creating your own, consider talking to my producer, Emerald City Productions. They helped me grow and produce the podcast you are listening to right now. Find out more at https://emeraldcitypro.com Let them know we sent you.