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Meet Trisha Bailey: Author, CEO, Philanthropist & Public Speaker


blonde woman sitting in black office chair


What does Empowering Women mean to you?


Empowering women, to me, is a profound commitment rooted in personal experiences and aspirations. As a single mother of five children, it goes beyond individual success; it's about lifting others alongside me. Being a self-made billionaire woman who transitioned from Jamaica to America at the age of 13, my journey is a testament to overcoming hurdles.

Empowering women means that my success is not solitary; it's about creating pathways for others, especially my sisters, to occupy the same spaces. I aim to pull them up, ensuring they share in the opportunities and achievements. It's about fixing their crowns, symbolizing support, mentorship, and fostering an environment where every woman can flourish. Empowerment, for me, embodies a collective rise where the strength of one becomes the strength of many.


How did you get started working in your field?


My journey into my field is a tapestry woven with resilience, transformation, and a commitment to making a meaningful impact. It commenced with a track scholarship to the University of Connecticut, where I not only honed my athletic prowess but gained invaluable skills that would shape my future.


Becoming the youngest black, and only female, stockbroker was a significant achievement where I excelled, amassing over a million dollars. However, the desire to embrace motherhood prompted a pivotal shift. Recognizing the incompatibility of the stockbroker lifestyle with my familial aspirations, I transitioned to become a pharmaceutical representative. As one of the company's top performers, I faced adversity in the form of racism upon a well-deserved promotion. This experience fueled the creation of my own venture—a medical staffing agency—where I utilized my resources to foster a thriving enterprise.


A transformative moment occurred in 2008 when a life-altering accident left me in a coma for eight days. Emerging from this ordeal, I underwent a profound transition from California to Florida. Stranded at an airport, unable to speak or walk, I keenly observed the invisibility society bestowed upon the disabled and elderly. This realization ignited the inception of Bailey's Medical and Supplies, which evolved into one of the leading DME companies in the country. My journey reflects not just professional accomplishments but a profound commitment to reshaping industries and giving a voice to the unseen.


What do you love most about your job? / What are you most proud of?


What I love most about my job is the profound impact it has on the lives of individuals working for my company. Starting this company not only been able to provide a livelihood for many but also has opened doors for personal and professional growth for some that might otherwise be unattainable. Witnessing employees move up within the company, knowing that I played a role in creating those opportunities, brings immense satisfaction.


As for what I am most proud of, it extends beyond professional achievements. My greatest source of pride lies in my five children and the trajectories they are on. Each one reflects the monumental impact my efforts in life have made on their paths. From a humble beginning of running barefoot on the dirt roads of Jamaica, I take immense pride in my journey to becoming a self-made billionaire. It's a testament to resilience, hard work, and the ability to overcome challenges, inspiring not only myself but those around me.


What advice would you give to someone considering this line of work?


For someone considering a career in the medical business, my advice is multifaceted. Firstly, immerse yourself in the intricacies of the field. Dedicate time to understanding the nuances, reading relevant literature, taking classes, and mastering the codes associated with the industry. Knowledge is power, and a comprehensive understanding of the medical business will set you apart. Importantly, once you start, stick to it. Success is often rooted in discovering your talent, gift, skill, or purpose and remaining committed to it.


Secondly, emphasize the importance of kindness. In the complex world of healthcare, where empathy is crucial, kindness can be a powerful catalyst. It not only fosters positive relationships but also opens doors and establishes a foundation for success.


Lastly, whether you're an employee or aspiring entrepreneur, approach your work with unwavering dedication. Give your best effort, as the skills and work ethic you cultivate as an employee become invaluable assets when you transition into entrepreneurship. Treat your job as a stepping stone to your career, regardless of your current role, and remember that the commitment you display now will shape your entrepreneurial journey in the future



Connect with Trisha:

Instagram - CreatingMyOwnYes

Facebook - Trisha Bailey



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