• Skip to primary navigation
  • Skip to main content

Oksenholt Capital

Investments and Development

  • Home
  • About Us
    • Team
    • Founder’s Story
  • Investments
    • Planned Developments
    • Multifamily
    • Resorts
    • Industrial & Commercial
  • Media
  • Contact

Founder’s Story

I grew up in a small, rural beach town. After being denied a bus boy job, I joined a janitorial crew & ended up taking over the contract to clean a large medical complex. From cleaning toilets to far more shocking cleanups I have never been afraid or felt I was too good to do any job necessary. At the age of 18 I made my first Real Estate investment (a land assemblage) which set the stage for a remarkable journey. After my freshman year in College, I became a realtor & began to market the property. Shortly thereafter, I sold the property to a development firm on contract for 3.5X the purchase price representing over a 20X ROI. After selling the property, I turned my attention to other Real Estate investments & managed to graduate college summa cum laude with a business degree. After graduating, I went to law school & received a JD degree.

I now own a sizeable diversified Real Estate portfolio with low leverage non-recourse debt & without outside investors. In addition, I also own a vertically integrated group of Real Estate investment companies. In the past, I have received institutional offers to purchase one of the Real Estate adjacent service companies I founded without debt or outside investment.

Recently I have co-founded & invested in several service & e-commerce businesses with an emphasis on Media, Technology & Native Retail. I am building companies that cash-flow with an intent to hold forever. I am also the co-founder & majority owner of the largest privately owned U.S vacation rental company grown without outside investors or debt.

I am always on the lookout for hungry, driven great operators to run my portfolio of companies.

2019 Letter From The CEO

Bella Beach Community

“Over the past fifteen years, I have had the pleasure of working with Jon Oksenholt on numerous large multi-family real estate transactions. I have either brokered or witnessed over $100M of transactions with Jon and he has been a great buyer during each sale. Jon is a tough, but fair and honest negotiator and understands what it takes to close deals. He finds creative solutions to challenging problems and has a knack for finding and creating value in real estate transactions. Jon is a worthy buyer and I would recommend him as a partner in any transaction.” ~ Art Wadlund, Senior Managing Director, Berkadia

Copyright © 2025 · Oksenholt Capital