Failures to Fortunes: The Real Estate Journey of Jake Leicht

Failures to Fortunes: The Real Estate Journey of Jake Leicht

4 min max read

Real estate investing is a game that can feel overwhelming and fraught with uncertainty. Still, as seasoned investor Jake Leicht's story shows, embracing your failures and persisting through adversity can lead to astonishing success. Join us as Jake shares his inspiring journey from catastrophic failures to flipping nearly a thousand properties using no money of his own.

The Power of Persistence in Real Estate

"I've had some colossal failures where in the midst of it, you think that there's no hope. You lose sleep, you're pacing back and forth. You think it's the end of the world."

These are the candid words of Jake Leicht, a man whose story is a testament to the notion that in real estate, the only prerequisite is the will to work hard and learn from your setbacks. You don't need a doctorate or even a high school diploma; what you need is relentless persistence and consistency.

Jake has been an active real estate investor for over a decade, flipping close to a thousand properties purely by leveraging other people's money. This approach has not only earned him an impressive portfolio but also a solid reputation among those aspiring to break into the real estate game.

A Tale of Rags to Riches

Jake's journey wasn't always paved with gold; it began in Stockton, California, in a lower middle-class setting devoid of any real estate or entrepreneurial influence. Despite his humble beginnings, Jake harnessed the power of sports to stay out of trouble and propel himself toward an education that would eventually see him out of his environment.

After college, where he balanced academics with competitive swimming and water polo, Jake faced the reality that without job experience, breaking into the corporate world would prove challenging. That's when he took a bold step that would lead him to entrepreneurship—a decision that initially cost him everything he had saved.

Yet, it was at his bleakest moment, facing a mortgage he could no longer afford, that Jake stumbled upon the epiphany that would change his life. He realized that he could rent out his house, generate passive income, and entered the world of real estate investing. The compelling statistic that 90% of self-made millionaires made their fortune through real estate investing resonated with him, sparking a passion that would redefine his future.


From Near-Foreclosure to Real Estate Success

Fueled by the possibilities ahead, Jake embarked on a transformative path. His enthusiasm was met with numerous rejections—a staggering 272 offers were turned down before he finally landed a deal. This perseverance paid off, as Jake deftly maneuvered through each challenge using market feedback to refine his approach. It was not genius but sheer grit that propelled him forward, proving that anyone can succeed in this game with the right mindset.

A significant turning point in Jake's career came with personal adversity. After losing his father-in-law and father in quick succession, he was forced to delegate responsibilities. Contrary to his expectations, his business flourished under this hands-off management style, teaching him a fundamental lesson in leadership—trust your team and the systems you put in place.

Embracing the Journey

Jake emphasizes the importance of seeing failure not as an endpoint but as part of the journey toward becoming a more seasoned investor. Failure presents the opportunity to learn and grow, and it's how one responds to setbacks that sets apart the extraordinary from the ordinary. His approach to dealing with contractors, lenders, and all aspects of his house flipping business has evolved into a strategy of effective communication and delegation—ensuring that he continues to scale without succumbing to the mistake of micromanagement.

Jake's story serves as a beacon of hope and guidance for new investors navigating through their initial deals. His extraordinary journey from hitting rock bottom to becoming a renowned real estate investor and educator reminds us that with unwavering determination, a supportive network, and a strategic mind, turning failures into fortunes is more than just a possibility—it's a reality.

"You just have to be able to work. And as you work, if you take market feedback from quote unquote, failures that you get and you adjust how you're playing the game, you get better and better."

Connect with Jake over on Instagram @Jakeleicht where he mentors and inspires a following of over 700,000. For those keen to dive deeper into the nuts and bolts of Jake's real estate strategy, be sure to check out his free flipping calculator at – a powerful tool that can help streamline your deal analysis process.

Jake's story is one of triumph over adversity, of leveraging personal failures as stepping stones to monumental success. His journey inspires, educates, and proves that indeed, fortune favors the bold and the persistent.

Benjy Nichols

About Benjy Nichols

Benjy has been a media specialist at DealMachine for the last 2.5 years. He produces, writes, shoots, and edits our media content for our member's DealMachine and Real Estate education.