How to Hack Real Estate
How to Hack Real Estate
Podcast Description
How to Hack Real Estate is where high-level professionals meet real estate—with precision.
Hosted by Scott Krusemark, a real estate veteran, polymath, programmer, and deeply analytical coach with Asperger’s, this show dives deep into the minds of ambitious professionals looking to unlock freedom through real estate. Each episode is a real-time strategy session—Scott reverse-engineers his guest’s life story, skill sets, and goals to uncover their unique path in the world wide web of real estate investing.
Whether you’re a developer tired of the 9–5 grind, a knowledge worker looking to apply your brain to cash-flowing assets, or someone who knows they’re just ready for a pivot, this podcast will help show you how to use your gifts to build wealth—without becoming someone you’re not.
By the end of each episode, Scott and his guest uncover a concrete direction forward—and for those ready to go further, Scott offers his one-on-on mentorship to implement real-world deals with strategic clarity.
Podcast Insights
Content Themes
The podcast primarily focuses on real estate investment strategies, financial independence, and passive income generation. Episodes dive into specific topics such as tenant risks, property funding strategies, and the role of vision statements in investment success, with examples like the inaugural episode featuring a discussion on a mech-engineer’s journey to rental properties.

How to Hack Real Estate is where high-level professionals meet real estate—with precision.
Hosted by Scott Krusemark, a real estate veteran, polymath, programmer, and deeply analytical coach with Asperger’s, this show dives deep into the minds of ambitious professionals looking to unlock freedom through real estate. Each episode is a real-time strategy session—Scott reverse-engineers his guest’s life story, skill sets, and goals to uncover their unique path in the world wide web of real estate investing.
Whether you’re a developer tired of the 9–5 grind, a knowledge worker looking to apply your brain to cash-flowing assets, or someone who knows they’re just ready for a pivot, this podcast will help show you how to use your gifts to build wealth—without becoming someone you’re not.
By the end of each episode, Scott and his guest uncover a concrete direction forward—and for those ready to go further, Scott offers his one-on-on mentorship to implement real-world deals with strategic clarity.
Work with Scott to create and implement a strategy for real estate that makes sense for YOU!
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Summary
In this episode of How to Hack Real Estate, Scott Krusemark dives in with aspiring investor Jaren Underwood to discuss his backgrounds, aspirations, and the challenges of navigating the real estate market. Scott shares his journey from computer consulting to real estate investing, while Jaren reflects on his engineering background and desire for entrepreneurship. The conversation emphasizes the importance of having a clear vision, understanding motivations, and the significance of cash flow in real estate investments. Jaren expresses the need to offload a problematic property – his first investment – and seeks guidance on his real estate journey, highlighting the importance of accountability and support.
Keywords
real estate, investment, coaching, financial freedom, property management, entrepreneurship, personal development, sales, vision statement, market trends
Takeaways
Scott shares his journey from computer consulting to real estate investing.
Jaren discusses his background in engineering and athletics, highlighting his desire for entrepreneurship.
The importance of having a clear vision and understanding one’s motivations is emphasized.
Scott advises on the significance of cash flow in real estate investments.
Jaren expresses the need to offload a problematic property for peace of mind.
The conversation touches on the challenges of balancing a W-2 job with entrepreneurial aspirations.
Scott shares insights on the current real estate market and investment strategies.
The importance of networking and building relationships in the real estate industry is highlighted.
Jaren reflects on the need for accountability and support in his real estate journey.
Scott encourages Jaren to pursue a vision statement to clarify his goals.
Chapters
00:00 Introduction and Backgrounds
07:59 Jaren’s Journey and Aspirations
15:20 Exploring Future Goals and Vision
29:58 Navigating Real Estate Challenges
47:20 Strategies for Success in Real Estate
About Scott Krusemark
Scott’s first business was at age 12, a precursor to entrepreneurial ventures totaling over 20 diverse enterprises. A computer consultant since 1983, he has a rich history in technology, with more than 50 programming languages and over 150 clients.
His passion for real estate blossomed in 2002, leading him to become involved in various REIA’s and a savvy housing provider. Scott’s diverse real estate experience from fix-and-flips to creative financing. Notably, he developed and sold the innovative Rehab Estimator Pro app in 2019, merging his technological expertise with real estate acumen.
Over 40 years of teaching, Scott is not only a mentor/coach but also an inspiring speaker, sharing his knowledge in real estate and technology.
Married since 1980 with 2 girls, creates a balanced journey. Scott is that rare person at the intersection of Computers, Real Estate Investing, Knowledge, and knows how to clearly communicate. Helping others is his passion through speaking and coaching.
Connect with Scott at guide.howtohackrealestate.com/go

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