Doctors Investor Club Podcast

Kyle Stephenson, D.O.

The Doctors Investor Club Podcast empowers MDs and DOs to build real wealth through strategic investing, entrepreneurship, and financial intelligence. Hosted by Dr. Kyle Stephenson, this show delivers insider access to the tools, stories, and strategies used by physician investors and the ultra-wealthy.

  1. How Physicians Can Slash Taxes & Build Wealth with Self-Directed IRAs — Matt Calhoun

    4D AGO

    How Physicians Can Slash Taxes & Build Wealth with Self-Directed IRAs — Matt Calhoun

    In this episode of Doctors Investor Club, Matt Calhoun — senior leader and educator at Equity Trust Company — breaks down how physicians and dentists can escape Wall Street–only investing and unlock tax-advantaged wealth through self-directed IRAs and alternative assets. From house hacking duplexes to helping investors deploy over $40 billion into real estate, private equity, notes, and crypto, Matt reveals how doctors can minimize taxes, leverage retirement accounts, and think like the wealthy to build lasting legacy. 🔑 What You’ll Learn: Why physicians often pay the highest taxes of any professionHow self-directed IRAs open access to real estate, private equity, and alternative assetsThe difference between traditional vs. Roth IRAs — and how to use backdoor conversionsWhy real estate offers unique leverage, tax advantages, and long-term growthHow cost segregation and bonus depreciation amplify tax efficiencyWhy physicians should think beyond clinical income and diversify like the wealthyThe role of CPAs, advisors, and syndications in building passive wealthHow to use retirement accounts to invest in startups, medical technology, and franchisesWhy tax efficiency is the ultimate wealth-building strategy for doctors and dentists⏱ Timestamps: 00:00 – Intro 01:00 – Meet Matt Calhoun: educator at Equity Trust Company 02:30 – From financial advising to real estate investing 04:00 – Discovering self-directed IRAs and alternative assets 05:30 – Middle class vs. wealthy asset allocation mindset 06:00 – Why real estate is powerful: leverage, tax benefits, appreciation 08:00 – Cost segregation, bonus depreciation, and tax efficiency 09:00 – Basics of self-directed IRAs explained 13:00 – Roth vs. Traditional IRA and backdoor conversions 16:00 – Tax efficiency as the ultimate wealth strategy 18:00 – Physicians, dentists, and high-income professionals using self-directed IRAs 21:00 – CPAs, advisors, and syndications: finding the right fit 23:00 – Passive investing vs. active property ownership 💥 About Matt Calhoun: Matt Calhoun is a senior leader and educator at Equity Trust Company, one of the nation’s largest custodians for self-directed IRAs and 401(k)s. With a background in economics, finance, and business development, he has helped thousands of professionals shift from Wall Street dependency to tax-advantaged wealth building, deploying over $40 billion into alternative assets. 📲 Connect with Matt Calhoun: Matthew Calhoun - LinkedInEquity Trust Company: trustetc.com⚡ Like, Subscribe & Share Inspired by this episode? Drop a comment, hit subscribe, and share it with a fellow physician or dentist ready to think like the wealthy. 🎟 Join the Movement Free to sign up. Get VIP member 🌐 Connect with Dr. Kyle Stephenson on social media to stay updated on expert insights and strategies, and schedule your personalized consultation today to start building your path to financial freedom: 🔍 Instagram: @dr.kylestephenson 🔍 LinkedIn: Kyle Stephenson, D.O. 🔍 Facebook: Kyle Stephenson 🔍 Website: www.joinlegacyrx.com 🔍 Schedule a call & access resources: https://linktr.ee/kylestephenson Network and Learn with Millionaires and Industry Leaders this October 24-25, 2025 → https://link.joinlegacyrx.com/widget/form/SZpeggmkXmXlDWnGtO9Ilink.joinlegacyrx.com If you want to learn more about Infinite Banking Concept, click below: http://beyourownbank.com/ks Don't miss out on the opportunity to transform your financial future. Subscribe now and start your journey towards financial wellness with Dr. Kyle Stephenson! 💼

    50 min
  2. The Dentist Who Built 20 Practices & Mastered Infinite Banking — Dr. Jeff Seibert

    DEC 17

    The Dentist Who Built 20 Practices & Mastered Infinite Banking — Dr. Jeff Seibert

    In this episode of Doctors Investor Club, Dr. Jeff Seibert — orthodontist, entrepreneur, and visionary — shares his remarkable journey from growing up under the mentorship of his uncle, to building ownership in 20 dental practices, and ultimately mastering the Infinite Banking Concept to create tax-free income, financial freedom, and generational legacy. From professional-level poker games that sparked business partnerships, to leveraging life insurance as his personal bank, Dr. Seibert reveals how dentists and physicians can think beyond clinical income and build lasting wealth. 🔑 What You’ll Learn: How mentorship shaped Dr. Seibert’s path from general dentistry to orthodonticsThe poker game that led to building ownership in 20 practicesWhy orthodontics can be leveraged for scale and efficiencyThe importance of mentorship, reciprocity, and collaboration in dentistryHow comparison and FOMO drain joy and wealth-building potentialWhy discipline matters more than “buy term and invest the difference”The Infinite Banking Concept explained — and how Dr. Seibert used it since 2009How life insurance can create tax-free income, legacy, and peace of mindLessons from private equity offers and leveraging policies for growthWhy physicians and dentists must think like bankers, not just clinicians⏱ Timestamps: 00:00 – The beauty of life insurance & tax-free income 01:20 – Meet Dr. Jeff Seibert: orthodontist, entrepreneur, visionary 02:10 – Early mentorship and inspiration from his uncle 03:20 – From poker tables to orthodontics and practice ownership 04:00 – Scaling from 1 practice to 20 06:00 – Building a niche in affordable orthodontics 08:00 – Business training in dentistry (and what’s missing) 10:00 – Mentorship, masterminds, and reciprocity 12:30 – Advice for young dentists & physicians: mentorship and avoiding comparison 14:30 – Infinite Banking Concept explained 17:00 – Why “buy term and invest the difference” fails most people 20:00 – Leveraging policies for growth and private equity opportunities 23:00 – The Rockefeller Method and generational wealth 25:00 – Peace of mind, discipline, and financial legacy 💥 About Dr. Jeff Seibert: Dr. Jeff Seibert is an orthodontist, entrepreneur, and investor who scaled ownership in 20 dental practices and has completed over 12,000 orthodontic cases. A visionary in leveraging the Infinite Banking Concept, he combines clinical expertise with financial strategy to help dentists and physicians build wealth, freedom, and legacy beyond the chair. ⚡ Like, Subscribe & Share Inspired by this episode? Drop a comment, hit subscribe, and share it with a fellow physician or dentist ready to think like the wealthy. 🎟 Join the Movement Free to sign up. Get VIP membership when you refer 3 other doctors or dentists. → 🌐 Connect with Dr. Kyle Stephenson on social media to stay updated on expert insights and strategies, and schedule your personalized consultation today to start building your path to financial freedom: 🔍 Instagram: @dr.kylestephenson 🔍 LinkedIn: Kyle Stephenson, D.O. 🔍 Facebook: Kyle Stephenson 🔍 Website: www.joinlegacyrx.com 🔍 Schedule a call & access resources: https://linktr.ee/kylestephenson Network and Learn with Millionaires and Industry Leaders this October 24-25, 2025 → https://link.joinlegacyrx.com/widget/form/SZpeggmkXmXlDWnGtO9Ilink.joinlegacyrx.com If you want to learn more about Infinite Banking Concept, click below: http://beyourownbank.com/ks Don't miss out on the opportunity to transform your financial future. Subscribe now and start your journey towards financial wellness with Dr. Kyle Stephenson! 💼

    1h 12m
  3. How He Lost $50M… And Came Back Stronger Than Ever | Rod Khleif

    DEC 10

    How He Lost $50M… And Came Back Stronger Than Ever | Rod Khleif

    In this episode of Doctors Investor Club, Rod Khleif — nationally recognized real estate investor, philanthropist, and host of the Lifetime Cash Flow Through Real Estate Investing Podcast with over 30M downloads — shares his extraordinary journey from immigrating to the U.S. with nothing, to building a real estate empire, losing $50M in the 2008 crash, and rebuilding it all with even greater impact and purpose. Rod reveals how physicians and dentists can break free from burnout, golden handcuffs, and limiting beliefs by leveraging mindset, focus, and multi-family investing to create lasting wealth and freedom. 🔑 What You’ll Learn: How Rod Khleif went from food stamps to owning thousands of apartment unitsThe mindset shift that helped him recover after losing $50M in 2008Why physicians and dentists must escape “golden handcuffs” and design their lives intentionallyThe power of focus, meditation, and goal-setting “on steroids”How to push past fear, limiting beliefs, and analysis paralysisWhy playing to your strengths is the ultimate superpower in real estateOpportunities in multi-family, senior housing, and mobile home parks during today’s market resetWhy now may be the greatest wealth transfer of our lifetime⏱ Timestamps: 00:00 – Intro & Rod Khleif’s journey from luxury cars to student success 01:20 – From immigrant beginnings to real estate empire 04:30 – Early lessons in mindset and psychology 05:40 – Losing $50M in 2008 and bouncing back 07:00 – Goal-setting “on steroids” and creating hunger 08:00 – The power of decision and commitment 09:10 – Overcoming fear, limiting beliefs, and failure seminars 12:00 – Physician burnout and breaking golden handcuffs 13:20 – Focus, meditation, and playing to your strengths 15:50 – Partnerships, influence, and passion in real estate 17:50 – Opportunities in multi-family, senior housing, and mobile home parks 20:10 – $1.5 trillion in debt coming due and distressed deals 22:00 – Why avoiding overregulated states matters for investors 💥 About Rod Khleif: Rod Khleif is a real estate investor, philanthropist, and high-performance coach who has owned over 2,000 properties and impacted more than 150,000 families. He is the host of one of the world’s most downloaded real estate podcasts, Lifetime Cash Flow Through Real Estate Investing. His mission: to help people build wealth, freedom, and legacy through mindset and multi-family investing. 📲 Follow Rod Khleif: Instagram: @rod_khleif Website: rodslinks.com ⚡ Like, Subscribe & Share Inspired by this episode? Drop a comment, hit subscribe, and share it with a fellow physician or dentist ready to break free from burnout and build lasting wealth. 🎟 Join the Movement  Free to sign up. Get VIP membership when you refer 3 other doctors or 🌐 Connect with Dr. Kyle Stephenson on social media to stay updated on expert insights and strategies, and schedule your personalized consultation today to start building your path to financial freedom: 🔍 Instagram: @dr.kylestephenson 🔍 LinkedIn: Kyle Stephenson, D.O. 🔍 Facebook: Kyle Stephenson 🔍 Website: www.joinlegacyrx.com 🔍 Schedule a call & access resources: https://linktr.ee/kylestephenson Network and Learn with Millionaires and Industry Leaders this October 24-25, 2025 → https://link.joinlegacyrx.com/widget/form/SZpeggmkXmXlDWnGtO9Ilink.joinlegacyrx.com If you want to learn more about Infinite Banking Concept, click below: http://beyourownbank.com/ks Don't miss out on the opportunity to transform your financial future. Subscribe now and start your journey towards financial wellness with Dr. Kyle Stephenson! 💼

    46 min
  4. Passive Real Estate for Physicians | Dr. Kyle Stephenson on Syndications, Tax Strategy & Vetting Deals

    DEC 4

    Passive Real Estate for Physicians | Dr. Kyle Stephenson on Syndications, Tax Strategy & Vetting Deals

    In this episode of the Doctors Investor Club Podcast, I break down the fundamentals of becoming a Limited Partner (LP) in real estate syndications — and how busy physicians and dentists can build passive income, unlock powerful tax advantages, and avoid costly traps through smarter investing. If you’re a doctor tired of trading time for money, overwhelmed by financial jargon, or unsure how to vet deals confidently, this episode is your roadmap to clarity, control, and compounding wealth. 🔑 What You’ll Learn: What it means to be a Limited Partner in real estateHow syndications offer passive income, tax benefits, and diversificationThe “lazy 1031 exchange” strategy to keep your capital compoundingWhy real estate beats index funds for cash flow and controlThe biggest mindset shift doctors need to build durable wealthHow to avoid scams and vet deals like a proThe Dewey AI tool for deal due diligenceBuilding a trusted network of physician investorsTurning one deal into a compounding income engineWhy trust alone isn’t enough — and how to verify every investment⏱ Timestamps: 00:00 – Intro 00:33 – The Ponzi scheme that changed everything 01:06 – What it means to be a Limited Partner (LP) 02:24 – Why syndications work for busy professionals 03:38 – Real estate vs index funds: cash flow vs paper wealth 05:24 – Tax benefits of depreciation and bonus depreciation 07:03 – How the wealthy allocate their portfolios 08:00 – The “lazy 1031 exchange” explained 10:11 – Recycling capital and resetting depreciation 12:36 – Turning one deal into a compounding income engine 13:12 – How Dr. Kyle vets deals today 15:10 – Using Dewey AI for smarter due diligence 15:33 – Building trust with operators like Hudson Investing 16:57 – Lessons learned: trust but verify 17:46 – Why LP investing works for doctors 18:16 – Join the Doctors Investor Club community 💥 About Doctor’s Investor Club:  The Doctor’s Investor Club is a free, doctors-only community for MDs, DOs, and dentists. With live events, AI-powered deal analysis, and private forums, it’s where physicians learn, connect, and invest like insiders. ⚡ Like, Subscribe & Share Inspired by this episode? Drop a comment, hit subscribe, and share it with a fellow physician ready to invest smarter and live freer. 🎟 Join the Movement 👉 DoctorsInvestorClub.com – Free to sign up. Get VIP membership when you refer 3 other doctors or dentists. 🌐 Connect with Dr. Kyle Stephenson on social media to stay updated on expert insights and strategies, and schedule your personalized consultation today to start building your path to financial freedom: 🔍 Instagram: @dr.kylestephenson 🔍 LinkedIn: Kyle Stephenson, D.O. 🔍 Facebook: Kyle Stephenson 🔍 Website: www.joinlegacyrx.com 🔍 Schedule a call & access resources: https://linktr.ee/kylestephenson Network and Learn with Millionaires and Industry Leaders this October 24-25, 2025 → https://link.joinlegacyrx.com/widget/form/SZpeggmkXmXlDWnGtO9Ilink.joinlegacyrx.com If you want to learn more about Infinite Banking Concept, click below: http://beyourownbank.com/ks Don't miss out on the opportunity to transform your financial future. Subscribe now and start your journey towards financial wellness with Dr. Kyle Stephenson! 💼

    19 min
  5. From Scalpel to Bitcoin Millions: How Dr. Buck Parker Escaped Medicine and Built Freedom

    NOV 30

    From Scalpel to Bitcoin Millions: How Dr. Buck Parker Escaped Medicine and Built Freedom

    In this episode of Doctors Investor Club, Dr. Buck Parker — board-certified trauma surgeon, entrepreneur, and media personality featured on NBC’s The Island with Bear Grylls — shares his remarkable journey from the OR to building businesses in telemedicine, e-commerce, and crypto mining. From making $1.2M in fitness product sales during residency to earning $100K/month in Bitcoin, Dr. Buck Parker reveals how physicians can reclaim autonomy, financial freedom, and purpose by thinking beyond traditional medicine. 🔑 What You’ll Learn: How Dr. Buck Parker built a $1.2M e-commerce business while in residencyWhy physicians must understand macroeconomics and money printingHis early adventures in Bitcoin mining and investingLessons from risk-taking, failure, and building conviction in cryptoThe mindset shift from “doctor income” to wealth creationHow networking outside medicine opened doors to new opportunitiesWhy physicians need to be in the right rooms with the right peopleThe power of personal branding and social media in medicine⏱ Timestamps: 00:00 – Intro & Dr. Buck Parker’s e-commerce success during residency 02:30 – From trauma surgery to entrepreneurship 05:00 – Learning value creation outside of medicine 07:30 – Macro trends, money printing, and why doctors miss out 09:00 – Early Bitcoin mining experiments and lessons learned 12:00 – Meeting crypto entrepreneurs and car club connections 15:00 – Investing $250K in Bitcoin miners with Core Scientific 17:30 – Conviction in crypto and macroeconomics 20:00 – Risk tolerance, mistakes, and physician mindset 23:00 – Doctors Investor Club: thinking like the wealthy 24:30 – Building a personal brand and social media presence 26:00 – Hospital pushback, COVID controversies, and burnout 27:20 – Walking away from medicine and finding freedom 💥 About Dr. Buck Parker: Dr. Buck Parker is a board-certified trauma surgeon turned entrepreneur, investor, and media personality. He has built multiple businesses in telemedicine, healthcare innovation, and crypto mining. His mission: to help physicians reclaim autonomy, financial freedom, and purpose by creating value beyond the hospital walls. 📲 Follow Dr. Buck Parker: Instagram: @drbuckparker Website: drbuckparker.com ⚡ Like, Subscribe & Share Inspired by this episode? Drop a comment, hit subscribe, and share it with a fellow physician ready to break free from the system. 🎟 Join the Movement Doctors Investor Club → doctorsinvestorclub.com 📩 Get free tools & updates → joinlegacyrx.com 🌐 Connect with Dr. Kyle Stephenson on social media to stay updated on expert insights and strategies, and schedule your personalized consultation today to start building your path to financial freedom: 🔍 Instagram: @dr.kylestephenson 🔍 LinkedIn: Kyle Stephenson, D.O. 🔍 Facebook: Kyle Stephenson 🔍 Website: www.joinlegacyrx.com 🔍 Schedule a call & access resources: https://linktr.ee/kylestephenson Network and Learn with Millionaires and Industry Leaders this October 24-25, 2025 → https://link.joinlegacyrx.com/widget/form/SZpeggmkXmXlDWnGtO9Ilink.joinlegacyrx.com If you want to learn more about Infinite Banking Concept, click below: http://beyourownbank.com/ks Don't miss out on the opportunity to transform your financial future. Subscribe now and start your journey towards financial wellness with Dr. Kyle Stephenson! 💼

    1h 9m
  6. Breaking the Healthcare Mold with Easy Orthopedics | Dr. Daniel Paull on Autonomy, Burnout & Building a Cash-Based Practice

    NOV 14

    Breaking the Healthcare Mold with Easy Orthopedics | Dr. Daniel Paull on Autonomy, Burnout & Building a Cash-Based Practice

    In this episode of Doctors Investor Club, Dr. Daniel Paull shares his radical journey from traditional orthopedic training to launching Easy Orthopedics — a minimalist, mobile, cash-based practice designed to eliminate burnout and bureaucracy. If you're a physician tired of insurance games, hospital politics, or lifestyle traps, this episode is your blueprint for freedom, control, and sustainable impact. 🔑 What You’ll Learn: Why Dr. Paull quit his hand surgery fellowship midstreamHow he built a direct-pay orthopedic practice with zero staff and zero insuranceThe hidden costs of burnout and the myth of “just sticking it out”How to market a mobile medical model in a saturated marketWhy chiropractors became his top referral sourceThe power of behavioral psychology in building a referral networkHow to keep overhead low and profits high — even with 4 patients a dayWhat most doctors get wrong about business, autonomy, and legacyWhy freedom beats revenue (and how to design for it)⏱ Timestamps: 00:00 – Intro 00:55 – Quitting fellowship and moving into the in-laws’ basement 02:26 – Building Easy Orthopedics from scratch 04:34 – Burnout, bad job offers, and existential crisis 07:01 – The turning point: modeling after a med school friend’s house-call practice 08:14 – Why insurance-free was the only viable path 10:05 – Redefining success: time, control, and legacy 12:23 – Avoiding lifestyle creep and golden handcuffs 13:58 – Learning business through trial, error, and psychology 16:19 – Why insurance-based practices are unsustainable 17:54 – Refusing prior authorizations (and what happened next) 19:18 – Building a referral network from scratch 20:25 – Why chiropractors “get it” and DPC docs often don’t 22:08 – What MDs and DOs must learn from entrepreneurs 💥 About Dr. Daniel Paull: Dr. Daniel Paull is a board-certified orthopedic surgeon and founder of Easy Orthopedics, a direct-pay practice based in Colorado Springs. He’s on a mission to help physicians reclaim autonomy, eliminate burnout, and build practices that prioritize patient care over paperwork. 📲 Follow Dr. Paull:  Website: easyorthopedics.com LinkedIn: Daniel Paull, M.D. ⚡ Like, Subscribe & Share Inspired by this episode? Drop a comment, hit subscribe, and share it with a fellow physician ready to break free from the system. 🎟 Join the Movement 👉 DoctorsInvestorClub.com – Free to sign up. Get VIP membership when you refer 3 other doctors or dentists. 🌐 Connect with Dr. Kyle Stephenson on social media to stay updated on expert insights and strategies, and schedule your personalized consultation today to start building your path to financial freedom: 🔍 Instagram: @dr.kylestephenson 🔍 LinkedIn: Kyle Stephenson, D.O. 🔍 Facebook: Kyle Stephenson 🔍 Website: www.joinlegacyrx.com 🔍 Schedule a call & access resources: https://linktr.ee/kylestephenson Network and Learn with Millionaires and Industry Leaders this October 24-25, 2025 → https://link.joinlegacyrx.com/widget/form/SZpeggmkXmXlDWnGtO9Ilink.joinlegacyrx.com If you want to learn more about Infinite Banking Concept, click below: http://beyourownbank.com/ks Don't miss out on the opportunity to transform your financial future. Subscribe now and start your journey towards financial wellness with Dr. Kyle Stephenson! 💼

    50 min
  7. Richard Wilson | Doctors, AI & $500B Secrets: The Wealth Playbook You Were Never Taught

    NOV 1

    Richard Wilson | Doctors, AI & $500B Secrets: The Wealth Playbook You Were Never Taught

    In this episode of the Doctor’s Investor Club podcast, Dr. Kyle Stephenson and Richard C. Wilson (founder of the Family Office Club) unpack the wealth strategies physicians were never taught in med school. From exclusive AI tools to investor summits with billionaires and pro athletes, this is a masterclass in shifting from high income to high impact. If you’re a physician, dentist, or healthcare entrepreneur ready to escape the hamster wheel and build lasting wealth, this episode is your blueprint. 🔑 What You’ll Learn: Why most doctors lack financial intelligence—and how to fix itHow the Doctor’s Investor Club gives physicians access to elite deal flowThe power of AI tools for due diligence and investment screeningWhy private equity isn’t the only path for medical practice growthHow to think like the ultra-wealthy (and stop following the herd)The mindset lessons from billionaires and pro athletesWhat makes this club different from White Coat Investor and othersHow to build a peer-to-peer network of high-integrity physician investors⏱ Timestamps:  00:00 – Intro: Why doctors need financial intelligence  01:10 – Meet Richard C. Wilson, founder of Family Office Club  03:00 – Why doctors make great investors  04:45 – The anti-private equity movement in medicine  07:00 – Breaking the middle-class mindset  08:30 – How the wealthy structure their portfolios  11:00 – What the Doctor’s Investor Club actually offers  13:00 – Why 30+ live events matter more than one annual meetup  14:30 – AI tools for smarter investing: Dewey & Hyperintelligence  17:00 – Building a values-driven investor community  18:30 – Behind the scenes: Billionaires.com and mindset mastery  20:00 – Why proximity is power (Tony Robbins, Metta World Peace, and more) 💥 About the Guests:  Dr. Kyle Stephenson is a physician, surgeon, and co-founder of the Doctor’s Investor Club. He’s on a mission to help doctors build wealth with purpose, ownership, and legacy.  Richard C. Wilson is the founder of the Family Office Club, the world’s largest network of ultra-wealthy investors, with over $500B in assets under management. He’s interviewed 47 billionaires and built 40+ AI tools for smarter investing. 📲 Follow the Guests: YouTube: @familyofficeclub  Instagram: @richardcwilson  Family Office Club: familyoffices.com  Doctors Investor Club: doctorsinvestorclub.com ⚡ Like, Subscribe & Share  Inspired by this episode? Drop a comment, hit subscribe, and share it with a fellow physician or entrepreneur ready to build wealth that outlives them. 🎟 Join the Movement  Attend the next Investor Summit → https://familyoffices.com/events 📩 Get free tools & updates → https://doctorsinvestorclub.com 🌐 Connect with Dr. Kyle Stephenson on social media to stay updated on expert insights and strategies, and schedule your personalized consultation today to start building your path to financial freedom: 🔍 Instagram: @dr.kylestephenson 🔍 LinkedIn: Kyle Stephenson, D.O. 🔍 Facebook: Kyle Stephenson 🔍 Website: www.joinlegacyrx.com 🔍 Schedule a call & access resources: https://linktr.ee/kylestephenson Network and Learn with Millionaires and Industry Leaders this October 24-25, 2025 → https://link.joinlegacyrx.com/widget/form/SZpeggmkXmXlDWnGtO9Ilink.joinlegacyrx.com If you want to learn more about Infinite Banking Concept, click below: http://beyourownbank.com/ks Don't miss out on the opportunity to transform your financial future. Subscribe now and start your journey towards financial wellness with Dr. Kyle Stephenson! 💼

    1h 8m
  8. Boost Mobile’s Former CEO Reveals the Raw Truth About Startup Survival | Stephen Stokols

    OCT 10

    Boost Mobile’s Former CEO Reveals the Raw Truth About Startup Survival | Stephen Stokols

    🎙 In this episode of the Doctor’s Investor Club Podcast, Stephen Stokols shares his journey from corporate executive to serial entrepreneur, angel investor, and founder of Tru Skye Ventures. From nearly going bankrupt with FreedomPop to securing a $30M lifeline, Stephen reveals the raw highs and lows of startup life, the power of face-to-face investor relationships, and why health tech is the next trillion-dollar frontier. As the former CEO of Boost Mobile and a veteran of over 30 angel investments, Stephen breaks down how physicians and dentists can invest like insiders even without deep tech experience. 🔑 What You’ll Learn: How Stephen raised hundreds of millions and scaled FreedomPop from scratchThe emotional toll of entrepreneurship and how to survive near-bankruptcyWhy authenticity is the most underrated leadership traitHow Tru Skye Ventures is disrupting health & human performanceThe rise of nutrient-conscious consumer brands like BarcodeHow elite athlete tech is becoming accessible to everyday consumersInvestment strategies for doctors: risk profiles, syndications, and deal accessWhy face-to-face investor meetings still matter in an AI-driven world⏱ Timestamps:  00:00 – Intro  03:00 – Corporate roots and the leap into entrepreneurship  05:00 – Accidental success: 10M users and a dating pivot  07:00 – Leadership style: rebellious, authentic, and direct  09:00 – The emotional rollercoaster of startup life  11:00 – Near-bankruptcy and the $30M save  13:00 – The power of personal investor relationships  15:00 – Launching Tru Skye Ventures with Metta World Peace  17:00 – Health-conscious investing: Barcode and beyond  19:00 – Fluoride, cupping tech, and military-grade wellness tools  22:00 – Syndication-style investing for physicians and dentists  24:00 – Regional health culture: California vs. Mississippi  26:00 – How elite performance tech is going mainstream 💥 About Stephen Stokols:  Stephen Stokols is the founder of Tru Skye Ventures, former CEO of Boost Mobile, and a serial entrepreneur with deep roots in telecom, healthcare, and technology. He’s raised hundreds of millions in venture capital, led multiple exits, and now invests in disruptive health and wellness startups alongside NBA legend Metta World Peace. 📲 Connect with Stephen Stokols:  Website: TruSkyeVentures.com LinkedIn: Stephen Stokols Instagram: Stephen Stokols ⚡ Like, Subscribe & Share  If this episode gave you insight into startup investing or health tech disruption, hit that subscribe button, share it with a fellow doctor, and drop a comment with your biggest takeaway. 🎟 Join the Movement  👉 DoctorsInvestorClub.com – Free to sign up. Get VIP membership when you refer 3 other doctors or dentists. 👉 LegacyRxConference.com – Join the confe 🌐 Connect with Dr. Kyle Stephenson on social media to stay updated on expert insights and strategies, and schedule your personalized consultation today to start building your path to financial freedom: 🔍 Instagram: @dr.kylestephenson 🔍 LinkedIn: Kyle Stephenson, D.O. 🔍 Facebook: Kyle Stephenson 🔍 Website: www.joinlegacyrx.com 🔍 Schedule a call & access resources: https://linktr.ee/kylestephenson Network and Learn with Millionaires and Industry Leaders this October 24-25, 2025 → https://link.joinlegacyrx.com/widget/form/SZpeggmkXmXlDWnGtO9Ilink.joinlegacyrx.com If you want to learn more about Infinite Banking Concept, click below: http://beyourownbank.com/ks Don't miss out on the opportunity to transform your financial future. Subscribe now and start your journey towards financial wellness with Dr. Kyle Stephenson! 💼

    59 min
5
out of 5
37 Ratings

About

The Doctors Investor Club Podcast empowers MDs and DOs to build real wealth through strategic investing, entrepreneurship, and financial intelligence. Hosted by Dr. Kyle Stephenson, this show delivers insider access to the tools, stories, and strategies used by physician investors and the ultra-wealthy.

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