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Deb Cleveland Deb Cleveland, Courtesy photo

Deb Cleveland is the founder & CEO at Small Town Dynasty. Cleveland is an entrepreneur and real estate investor, and she mentors women on how to flip houses and build personal wealth. 

What has been your biggest challenge or obstacle as a woman in your particular role? How have you overcome those obstacles? At my age and experience, I don’t face some of the challenges I did when I was younger and less experienced. When I was younger, I faced quite a bit of sexual undertones when working with men that had power to make critical decisions. I chose to always handle myself and business in a very professional way. This approach has always served me well. The other challenge is that the guys have a way of hanging out together, which is normal and natural for them. Men are less likely to do this with women in business and women are less likely to do this with other women in business. The way I have overcome this obstacle is by having immaculate follow-up and follow-through, being a person that honors my word and providing A-plus service to my clients.

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Tasha Norman


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