Work Optional: Redefining Wealth, Purpose, and Identity with Keith Blackborg

Senior Housing Investors

Senior Housing Investors
Work Optional: Redefining Wealth, Purpose, and Identity with Keith Blackborg
Jun 09, 2025 Season 5 Episode 9
Haven Senior Investments

What If You Could Be Work Optional ?

In this episode, Keith Blackborg, a CPA turned investor, shares how he retired at age 32—not to stop working, but to start living intentionally. Through his company, Financial Journey, Keith now helps high-net-worth individuals and entrepreneurs achieve financial independence and reclaim control of their time, purpose, and legacy.

Keith introduces a new paradigm: "work optional" living—where wealth is a tool for freedom, not just accumulation. He dives deep into the financial strategies and identity shifts required to move beyond success and into significance.

What you'll learn:

  • How Keith scaled from single-family rentals to hotels and apartment complexes
  • Why he exited his businesses when he realized more money wasn't making him happier
  • The hidden emotional challenges of retirement and life after business ownership
  • How to optimize your existing assets to become work optional faster
  • Why having a clear post-exit vision is as important as a financial strategy
  • How a curated community of accredited investors is unlocking uncommon opportunities
  • Little-known tax strategies that often save members five figures annually
  • How to prepare the next generation for wealth stewardship and purpose
  • Details on his annual Passive Investor Event in Dallas

🎧 Whether you're building, exiting, or reinventing—this episode offers a powerful roadmap to wealth with intention.

👉 Learn more at FinancialJourneyLife.com
🎟️ Attend the next event at PassiveInvestorEvent.com

Episode Artwork Work Optional: Redefining Wealth, Purpose, and Identity with Keith Blackborg 38:33 Episode Artwork Boomers Turn 80: Why Your Grandma Can’t Find an Apartment - A Deep Dive 15:52 Episode Artwork Does Your Labor Deserve a Technology Lifeline with Sue Graves 45:36 Episode Artwork AI Meets Senior Housing: Transforming Investment Strategies with Daniel Holmlund 31:38 Episode Artwork The Longevity Wave & the Financial Storm: Finding Opportunity in Senior Housing 23:38 Episode Artwork Your Legacy Shouldn't Be Destroyed by Capital Gains Tax with Brett Swarts 42:16 Episode Artwork The Future of Senior Living: Is Now the Time to Invest? 47:11 Episode Artwork The Rise of Longevity Communities and Cognitive Wellness with Ted Teele 34:00 Episode Artwork Reimagining Senior Living: AI, Ethics, and a Vibrant Future - A Deep Dive 18:42 Episode Artwork Fostering a Tech-Savvy Culture in Senior Communities - Parasol Alliance 31:37 Episode Artwork The Role of Humanoid Robots and Human - An Ai Deep Dive 21:58 Episode Artwork The Demographic Shift Driving Senior Housing Needs - An Ai Deep Dive 7:23 Episode Artwork The Power of Cost Segregation in Real Estate with Chris Streit 29:15 Episode Artwork Evolving Senior Housing: Insights and Innovations with Matt Derrick 56:50 Episode Artwork Transforming Senior Living: Wing Pepper's Journey with Perch Houses 35:57 Episode Artwork The Human Side of Risk Management in Senior Living Facilities with Steve Groth 42:30 Episode Artwork Patient Voices Leading the Way in Healthcare 43:59 Episode Artwork Harnessing the Power of AI for Strategic Senior Housing Decisions with Kyle Gardner 49:09 Episode Artwork Advancing Senior Wellness through Technology and Design with Tod Petty 46:24 Episode Artwork Energy Leadership and Team Synergy Insights with Bill Bent 39:45 Episode Artwork Empathy in Architecture: Revolutionizing Senior Living with Siobhan Favardin 23:49 Episode Artwork The Longevity Community: A New Blueprint for Healthier Aging 41:04 Episode Artwork Challenges, Opportunities and the Future of Senior Living Industry 43:54 Episode Artwork Hole-In-One Business Strategies in Senior Living with Chad Anfinson 43:13 Episode Artwork Senior Housing Insurance: A Story of Constant Change 27:12