Leaving Corporate America: The Real Estate Investing Journey Nobody Talks About
In this episode of the Generations of Wealth Podcast, Derek sits down with Jon Weiskopf, a former Apple engineering leader who walked away from a successful corporate career to build his own path through real estate investing, private lending, and entrepreneurship.
Jon shares his transition from designing and managing projects for Apple around the world to building a portfolio of multifamily investments, assisted living facilities, and a specialized private lending business.
The conversation explores risk, freedom, entrepreneurship, lending, real estate operations, and what it really takes to leave the security of a paycheck behind.