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December 16, 2023 28 mins

WINDI WASHINGTON had a conversation with STEPHON DUPREE, a prominent figure in the music industry hailing from Kentucky. Dupree, an emerging powerhouse in creative and talent management, founded Dupree Entertainment in 2017, leaving an indelible mark through collaborations with artists such as Bryson Tiller and OBN Dev. His reputation for propelling artists to new heights and breaking records has forged numerous relationships with labels and A&R professionals, solidifying his status as a potential breakthrough force in the industry.


During the interview, Dupree delved into his personal career journey, recounting how he entered the music management and A&R field. Motivated by a passion for nurturing talent and driven by a desire to elevate artists to their fullest potential, Dupree shared insights into the skills and qualities he deems essential for success in music management and A&R. According to him, a successful professional in this field requires a keen understanding of the industry, excellent communication skills, strategic vision, and an unwavering dedication to artist development.


Dupree highlighted the pivotal role these skills played in his own career, emphasizing the continuous need for development. He stays abreast of industry trends and emerging artists through a proactive approach, ensuring his finger is on the pulse of the rapidly evolving music landscape. In discussing significant trends, Dupree noted their impact on artist development and highlighted the importance of adaptability in navigating these changes.


A memorable experience shared by Dupree involved the discovery and development of an artist, showcasing the intricate and rewarding process of shaping raw talent into a success story. He also revealed strategies for identifying potential talent and outlined his approach to the development process, emphasizing the need for a long-term perspective.


Despite his success, Dupree acknowledged the challenges in the current music industry landscape, particularly in artist management and A&R. These challenges include navigating contractual intricacies, managing artist expectations, and addressing the ever-changing digital landscape. He offered practical advice to aspiring professionals entering the field, emphasizing the importance of resilience, networking, and staying informed.


In summary, Windi's conversation with Stephon Dupree unveiled a captivating narrative of a rising industry figure. Dupree's insights into his career journey, the essential skills for success, and his approach to industry trends and challenges provide valuable guidance for aspiring music managers and A&R professionals aiming to make their mark in the dynamic world of music.


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