Coffee Playdate Podcast with Dr. Olga Deengar
☕ Welcome to the Coffee Playdate Podcast! Join Dr. Olga Deengar (Coach Olga MD) for short, real, and fun conversations with entrepreneurs and physicians doing incredible things beyond medicine. Each week, Dr. Deengar sips coffee, plays rapid-fire games, and dives into money, mindset, and business with her guests. We talk about: • Personal finance wins (and fails!) • Side hustles & investing • Work-life balance hacks • Favorite books & best advice …and so much more. 🎧 New episodes 5 am every Thursday ! Recorded and edited at Riverside.fm Listen on: 🎥🎧 Spotify 🎧 Apple Podcasts 🎥 YouTube 📺 Watch full videos + 30-sec clips on YouTube, Instagram, and LinkedIn 👉 Subscribe for bite-sized wisdom from real entrepreneurs and physicians. 💬 Got a question? Drop it below — it might be featured on the show! #CoffeePlaydate #DoctorFinance #MedTwitter #DoctorEntrepreneur © 2025 Coacholgamd
Episodes
☕ Coffee Playdate Podcast
Guest: Jack Shukman, CEO & Co-Founder of The Way - a groundbreaking meditation app.
Episode Description: What if the secret to deeper meditation wasn’t more choices… but fewer? In this inspiring episode of Coffee Playdate, Dr. Olga Deengar sits down with Jack Shukman who cofounded the groundbreaking meditation app featuring a single, progressive path of 1000 sessions guided solely by hi...
☕ Coffee Playdate Podcast
🎙️ EPISODE SUMMARY
Dr. Nneka Unachukwu (Dr. Una), board-certified pediatrician and founder of EntreMD, shares her remarkable journey from private practice to building a movement that helps thousands of physicians escape burnout and design life on their own terms. She delivers powerful mindset shifts on massive action, leadership, and why business skills are now essential for every doctor.
☕ Coffee Chat Dr. U...
☕ Coffee Playdate Podcast
🎙️ EPISODE SUMMARY
What happens when a cardiologist finds herself in full survival mode, two young kids, a demanding call schedule, a husband who’s also a full-time physician and decides something has to change? For Dr. Christina Kang, that moment became a turning point. What followed was a journey she never could have scripted: real estate investing, a full pivot to telemedicine, and ultimately c...
Coffee Playdate Podcast
Dr. Manpreet Samra shares how she went from full-time W-2 physician to scaling her own telehealth practice while raising two little ones - all without burning out. From early app flops to learning to rest after breast cancer, she reminds every physician mom that it’s okay to slow down, say yes, and just start. Packed with mindset shifts, community power, and real talk on flexibility and lifestyle de...
☕ Coffee Playdate Podcast: From Pathologist to Multifamily Syndicator – Dr. Deb Das on Building Boston Rise Capital
Dr. Deb Das, a practicing pathologist based in Boston, joins Dr. Olga for an inspiring conversation about stepping out of her comfort zone and building a successful real estate syndication company while still working in medicine. Deb shares how she and her husband started Boston Rise Capital, scaled to 158 units ...
☕ Coffee Playdate Podcast: Mother’s Day Special – Real Talk on Being a Mom in Medicine
Happy Mother’s Day! Dr. Olga sits down with fellow hospitalist and mom Dr. Zeel Shah for a heartfelt, no-filter conversation about what it really looks like to balance medicine and motherhood. From 7-on-7 hospitalist shifts and pumping at work to mom guilt, supportive partners, and creating boundaries, they share the honest highs...
☕ Coffee Playdate Podcast
🎙️ EPISODE SUMMARY
What happens when a board-certified child psychiatrist realises that a traditional medical career — as wonderful as it is — simply isn't the whole picture? You get Dr. Marissa Caudill: a physician, parent coach, real estate investor, and now co-founder of a health-tech company, all rolled into one incredibly driven human being.
In this episode of the Coffee Playdate Podcast...
☕ Coffee Playdate Podcast: From Bicycle Accident to Building the Most Effective Physician Wellness Program – Dr. Sunny Smith
Dr. Sunny Smith joins Dr. Olga for a refreshingly honest conversation about how one life-changing moment can completely shift your path. A former academic physician, Sunny shares how a serious bicycle accident in Tahiti led her to discover coaching — and eventually found Empowering Women Physicians...
Dr. Chrystene Nguyen joins Dr. Olga for a heartfelt conversation about something we rarely discuss openly in medicine - loneliness. As a family and lifestyle medicine physician, Chrystene shares how the isolation many healthcare professionals felt during COVID inspired her to create White Coat Romance, a supportive community and app for single physicians and students. She later launched White Coat Mingle, a sister platform focused ...
☕ Coffee Playdate Podcast with Dr. Letizia Alto
Dr. Leti Alto joins Dr. Olga for a heartfelt and inspiring conversation about what it really looks like to build true freedom as a physician. From full-time hospitalist to creating multiple successful businesses, Leti shares how she intentionally designed a life that gives her both financial freedom and the ability to travel half the year with her family.
Leti also talks about the power...
☕ Coffee Playdate Podcast
Dr. Bonnie Koo joins Dr. Olga for a really honest and refreshing conversation about her current evolution. After building WealthyMomMD around financial education for women physicians, she’s now shifting toward a more personal, lifestyle-focused brand. She’s sharing openly what it means to live a meaningful, aligned life.
Bonnie talks about redefining success beyond money and status, the fear tha...
☕ Coffee Playdate Podcast: Guest: Kai Shapiro | Social Media Strategist & Founder of Global 8 Group
🌍 Episode Highlights
Kai Shapiro joins Dr. Olga for a really engaging conversation about leaving his teaching career behind to build a global social media marketing agency. He shares how a desire for something more led him from the classroom to working with influencers and authors on product launches and brand building all ove...
☕ Coffee Playdate Podcast Guest: Dr. Gurneet Matharoo | Family & Obesity Medicine Physician + Business Owner
🌟 Episode Highlights Dr. Gurneet sits down with Dr. Olga for a really honest chat about stepping away from the traditional W2 doctor life to build something that actually fits around her baby and her values. She opens up about becoming an independent contractor, partnering in a med spa, and launching her own mobile IV th...
☕ Coffee Playdate Podcast
Guest: Dr. Daniel Shin | Urologist & Real Estate Investor
🔥 Episode Highlights Dr. Daniel Shin joins Dr. Olga Deengar to discuss balancing urology with real estate investing and coaching physicians on wealth. From mindset realignment, he covers early stock investing, syndication strategies, overcoming ongoing challenges through purpose, advice for trainees to prioritize education, an...
☕ Coffee Playdate Podcast
Special International Women’s Day Episode
Guest: Brooke Cates | Founder of The Bloom Method & Studio Bloom
🌸 Episode Highlights
In this empowering International Women's Day special, Dr. Olga Deengar joins forces with Brooke Cates to help women reclaim their power through mindset + movement. Brooke shares her 15-year journey from a Boulder “download” to a global pre/postnatal ...
☕ Coffee Playdate Podcast: ER to Telemedicine Empire
🔥 Episode Highlights
Dr. Takashi Nakamura joins Dr. Olga Deengar from Hawaii to share his shift from high-stress ER work to telemedicine freedom, building businesses while prioritizing family. From black coffee in Aulani mugs to mindset gems like "follow your heart," he discusses credentialing across states, consulting startups, and the power of community.
🧠 Mind...
☕ Coffee Playdate Podcast: ER Doc to Real Estate Syndicator Guest: Dr. Chirag Chaudhari | ER Physician, Investor & Admin Veteran
🔥 Episode Highlights Dr. Chirag Chaudhari joins Dr. Olga Deengar to share his 20+ year ER journey, from frontline doc to department chair, while building a real estate empire. From intermittent fasting black coffee to mindset shifts, he dives into starting with model homes, scaling syndications, overc...
☕ Coffee Playdate Podcast: Rural Medicine & Social Media Vibes
Guest: Dr. Zeel Shah | Rural Hospitalist, Mom & Content Creator
🔥 Episode Highlights
Dr. Zeel Shah joins Dr. Olga Deengar for a cozy chat on blending rural medicine, missions, motherhood, and social media magic. From gratitude lessons to failing forward!
Timelines
- 00:33: Welcoming Dr. Zeel Shah; coffee prefs – hot vanilla latte every morni...
☕ Coffee Playdate Podcast With: Dr. Kavita Patel | Hospitalist, Stanford Prof & NEA Venture Partner
🔥 Episode Highlights
Dr. Kavita Patel joins Dr. Olga Deengar to share her unique path blending patient care, academia, and venture capital in healthcare innovation. From coffee confessions to mindset tips for doctorpreneurs!
- 00:32: Welcoming Dr. Patel; coffee chat
- 01:24: Rapid fire game
- 01:52: "Take a Sip" game
- 03:03: Kavita's...
Ep 13 From Burnout to Freedom: Dr. Larry Daugherty's Journey in Medicine, Real Estate, and Adventure
☕ Coffee Playdate Podcast: From Burnout to Freedom
Guest: Dr. Larry Daugherty | Radiation Oncologist, Real Estate Investor & Adventure Leader
🔥 Episode Highlights Dr. Larry Daugherty shares his inspiring journey from feeling suffocated in academic medicine to building an extraordinary life in Alaska filled with freedom, family, adventure, and financial independence.
🏔️ The Turning Point A strict “tie incident” became...
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