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Founder’s Story

I grew up in a small, rural beach town. After failing to get hired as a busboy, I joined a janitorial crew and eventually took over the contract to clean a large medical complex. From cleaning toilets to far more challenging situations, I was never afraid and never felt I was too good to do whatever job was necessary.

At the age of 18, I made my first real estate investment through a land assemblage, which set the stage for what followed. After my freshman year of college, I became a realtor and began marketing the property. Shortly thereafter, I sold it to a development firm on contract for 3.5x the purchase price, representing over a 20x return on investment.

After the sale, I turned my attention to other real estate investments while graduating college summa cum laude with a business degree. Following graduation, I attended law school and earned a JD degree, all while continuing to invest in and develop real estate.

Today, I own a sizeable and diversified real estate portfolio with low-leverage, non-recourse debt and no outside investors. In addition, I own a vertically integrated group of real estate investment companies.

More recently, I have co-founded and invested in several service and technology businesses, with an emphasis on martech, finance, and employment services. I enjoy building companies that generate cash flow with the intent to hold them long term.

I was also a co-founder and majority owner of the largest privately owned U.S. group of vacation rental service companies, grown without outside investors or debt. I started this group with $5,100 and exited portions of the business in transactions totaling over $100 million.

Most recently, I founded two companies that invest in publicly traded equities. I have also just founded a rapidly growing group of companies that I am not yet ready to announce, but which I expect will do some very big and exciting things.

I am always on the lookout for hungry, driven operators and talented salespeople to help run and grow my portfolio of companies.

2019 Letter From The CEO

2020 Letter From The CEO

Bella Beach Community

“Over the past 10 years, I have had the pleasure of working with Jon Oksenholt on numerous large multi-family real estate transactions. I've been a part of 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, (2020)

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