From Apple Engineer to Real Estate Fund Manager!?

From Apple Engineer to Real Estate Fund Manager!? Real estate investing, private credit, and fund management meet purpose and perseverance in this inspiring conversation between Scott Kidd and Jon, a former Apple engineering executive who traded tech for real estate. Jon shares how he transitioned from Silicon Valley to building a thriving career in multifamily, assisted living, and private lending, including the lessons learned from managing a 45-employee assisted living facility and launching his own 506B real estate fund. Together, Scott and Jon dive deep into trust-based lending, modular construction, and the mindset it takes to build sustainable passive income in today’s market. If you’ve ever wondered how to move from the corporate world into real estate entrepreneurship, or how to use private credit and fund structures to scale your impact, this episode is packed with actionable insights and real-world lessons. ⏱️ Chapters: 00:00 – Jon’s Journey: From Apple to Real Estate 03:00 – The Misconception About “Passive” Income 06:00 – Finding Purpose Beyond Corporate Success 09:00 – Trust-Based Lending and Relationship-Driven Investing 12:00 – Managing an Assisted Living Facility: Lessons Learned 16:00 – Overcoming Regulatory and Staffing Challenges 19:00 – Launching a 506B Fund: Building Trust and Access 23:00 – Fund Strategy: Low Minimums and Personal Networks 27:00 – Private Credit vs. Multifamily: Key Differences 31:00 – Modular Construction & The Future of Development 34:00 – Lessons on Failure, Resilience, and Professional Boundaries 38:00 – Final Thoughts: Building Wealth with Integrity 📈 Why Watch: ✔ Learn how a former Apple engineer built a real estate fund from scratch ✔ Discover the power of private credit and trust-based investing ✔ Gain insights on managing assisted living facilities and construction challenges ✔ Hear real lessons on patience, purpose, and partnership in real estate GUEST: 💼 LinkedIn: Jon Weiskopf, P.E. 📱 Instagram: jon_k_weiskopf HOST: 🌐 Website: investwithscottkidd.com 🔔 YouTube: @scottkidd1969 📍 Facebook: Yachtie Real Estate Investors 📱 Instagram: @yachtierealestateinvestors 💼 LinkedIn: Scott Kidd Financial Disclosure for Yachtie Real Estate & The Yacht Captain Investor For Educational Purposes Only Our content is for informational and educational purposes only and should not be considered financial, legal, or investment advice. Always consult a licensed professional before making any financial decisions. No Guarantees Investing carries risks, including loss of capital. Past performance does not guarantee future results. We make no promises regarding income potential or investment success. Not Financial Advisors We are not licensed financial advisors, brokers, or investment professionals. Do your own due diligence before investing. Affiliate & Sponsorship Disclosure Some links may be affiliate or sponsored, meaning we may earn a commission at no extra cost to you. Regulatory Compliance We do not sell securities or offer investment solicitations. Our content follows YouTube’s financial advertising policies, avoiding misleading claims or deceptive practices. 📢 Subscribe for more episodes of The Yacht Captain Investor Podcast with Scott Kidd — where real estate, private credit, and mindset collide. #RealEstateInvesting #PrivateCredit #PassiveIncome #MultifamilyInvesting #RealEstateFund #AssistedLiving #FinancialFreedom #AlternativeInvestments #ScottKidd #YachtCaptainInvestor #RealEstateEntrepreneurship #InvestorMindset #506BFund #ModularConstruction #investwithscottkidd #realesate #realestateinvesting #podcast #reels #shorts #shortsvideo