Jeff Stephens has been a full-time entrepreneur since 2003.  Jeff started and ran a marketing agency for 10 years, specializing in brand strategy for community banks and credit unions.  In 2006, he discovered “Rich Dad, Poor Dad,” and it changed his life.  He immediately began devouring education about real estate investing, and quickly bought his first rental property–a triplex in Portland, OR.

In 2013, Jeff sold his marketing agency and transitioned to full-time real estate entrepreneurship.  Jeff loves to share lessons from his own path of entrepreneurship, real estate, personal finance and personal development. His hope is that these thoughts and reflections will help others who are on a similar journey of their own, and inspire discussion we can all learn and benefit from.

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Jeff Stephens

Racking Up Rentals is a show for those of us who never felt at home in the “we buy houses” crowd. In this show, we take a stand against what we call the Lowbrow approach–the mainstream guru-seminar, distressed-seller approach that ends up giving real estate investors a slimy reputation.

Instead, we discuss the strategies, tactics and philosophies we call the Thoughtful way–an enlightened approach to real estate entrepreneurship that focuses on constantly sharpening the sophisticated real estate entrepreneur’s three most critical capabilities:

1. seller relations skills
2. deal architecture skills
3. opportunity vision

When all three of these capabilities are successfully in motion, you can make an excellent living today, AND build long-term wealth while creating value for everyone you touch along the way.

Racking Up Rentals

DEALS is an 10-week intensive group training and coaching program designed to help active real estate entrepreneurs develop a repeatable process for buying properties off-market, with seller financing–thereby completely avoiding the obstacles most investors face in trying to grow their rental portfolios.

DEALS Program

For the discerning investor who seeks depth over breadth in real estate, this YouTube channel is a treasure trove of strategic insights. Eschewing the mainstream "we buy houses" mantra, the content delves into the finesse of Seller Relations, the craft of Deal Architecture, and the foresight of Opportunity Vision. Here, viewers learn the nuances of expanding portfolios creatively, such as integrating Accessory Dwelling Units (ADUs) into existing properties, under the guidance of industry virtuosos. Seller financing, often misunderstood, is demystified and revealed as a tool of empowerment, offering flexibility and advantages over traditional loans. The channel challenges conventional wisdom, presenting innovative paths to financial freedom, not by chasing immediate cash flow, but through strategic property selection. With practical advice grounded in experience, this channel is an essential guide for the real estate entrepreneur who aspires to think, act, and invest with sophistication and intentionality.