Born and raised in the Pumwani-Majengo Area in Eastlands, Dennis is a self-made individual. His humble beginnings compelled him to explore various ways to earn extra money while pursuing his education. He worked at a car wash at a young age to support his siblings. Dennis's keen ability to identify opportunities propelled him into the banking and insurance industry where he ascended through the ranks.

Notwithstanding these accomplishments, Dennis was resolute in his desire to pursue his passion for artist management. During his spare time, he adeptly managed the business affairs of his childhood friend Kennedy Ombima, known as King Kaka. Eventually, he boldly decided to leave his job and wholeheartedly focus on talent and brand engagement.