#4. Shelby Osborne—Building Systems in Real Estate as a Forte

Shelby Osborne has taken her military background and discipline and applied that same dedication to her real estate business and community. Learn how she runs two agencies in North Carolina and accumulated 76 doors in such a short period!

Shelby shares how she has systemized her business through templates and checklists; that way, she can focus her priorities and channel her energy toward the things she loves.

She initially bought her first property conventionally and then moved to private money using the "BRRRR-method. She has also systemized finding foreclosures leveraging interns. Today, she is using some of her creative prowess toward Airbnb's.

As her business has expanded, she has seen the value of running a profitable business. Still, more importantly, how real estate can change the trajectory of communities and lives as a whole.

Shelby graduated from the University of South Carolina in 2012, served in the Army for 6 years and got out as a Captain in the beginning of 2018 to dive into Real Estate full time as both a broker & investor.

Following her first year as a broker, Shelby was recognized as the Keller Williams Rookie of the Year for the “Carolinas Region” (all of North & South Carolina) and began to expand, creating her own team of real estate professionals. Five Pillars Realty Group became official in 2019 and specializes in helping military and investors nationwide meet their goals. “Pints & Properties,” their real estate investors meetup, is booming and continuing to grow rapidly.

While building the team, Shelby was constantly working to grow her rental property portfolio. Since purchasing her first intentional rental property in November 2017, she now owns 51 units, purchased using several different strategies and comprised of a little bit of everything: single-families, residential multi-family, commercial multi-family and short-term rentals… plus a bit of airbnb arbitrage.

Listen to the episode on Apple Podcasts, Spotify, Overcast, Stitcher, Castbox, Google Podcasts, or on your favorite podcast platform.

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In this conversation, Chris Arnold shares his personal journey of unraveling and healing from trauma and addiction as a high-achieving entrepreneur. He discusses the importance of addressing childhood wounds and the belief of not being enough that drives many entrepreneurs. Chris emphasizes the need to move from a performance-based self-esteem to a place of healing and self-acceptance. He also explores the role of plant medicine, such as ayahuasca, in his healing process. The conversation highlights the importance of connection, both with oneself and with others, in overcoming isolation and stress. The conversation explores the importance of community and brotherhood in the lives of high-achieving entrepreneurs. It emphasizes the need for vulnerability, compassion, and support among men who often feel isolated and alone. The discussion touches on the impact of childhood experiences on adult behavior and the necessity of healing past traumas. It also delves into the role of simplifying life and finding peace amidst the drive for success. The conversation concludes with an invitation to join the Simplifiers Brotherhood, a community of men dedicated to personal and professional growth.

#55 Scott Morse—The Value of Working Old Leads and Having Multiple Exit Strategies

Maura McGraw shares her journey from the military to real estate investing, detailing her experiences with flipping houses, building a rental portfolio, and navigating the challenges of property management. She discusses lessons learned, the importance of market research, and the impact of the COVID-19 pandemic on the real estate market. Maura McGraw discusses her real estate investment journey, including advice from her father, the transition to commercial real estate, and the creation of a digital course for aspiring real estate entrepreneurs. She emphasizes the importance of endurance and the long-term mindset required for success in real estate investing.

#54. Maura McGraw—Overcoming $30K Losses: A Marine's Real Estate Journey

Maura McGraw shares her journey from the military to real estate investing, detailing her experiences with flipping houses, building a rental portfolio, and navigating the challenges of property management. She discusses lessons learned, the importance of market research, and the impact of the COVID-19 pandemic on the real estate market. Maura McGraw discusses her real estate investment journey, including advice from her father, the transition to commercial real estate, and the creation of a digital course for aspiring real estate entrepreneurs. She emphasizes the importance of endurance and the long-term mindset required for success in real estate investing.

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