"Success is not about what you accomplish for yourself; it's about what you inspire others to do."
Entrepreneur, Music Executive + Cultural Strategist
Nikisha Bailey is a multidisciplinary entrepreneur, music executive, educator, and community leader whose work spans business innovation, artist development, cultural programming, and strategic advisory services.
As the founder and leader of ventures including Win Win Coffee, ViaNexta, Defiant Coffee, and other entrepreneurial initiatives, and through leadership roles with Atlantic Records, Def Jam Recordings, Republic Records, Artist Publishing Group, Drexel University, The Recording Academy, and Women in Music, she has built a career centered on growth, partnerships, education, advocacy, and creating lasting cultural and economic impact.
I build businesses, develop talent, and create opportunities that drive innovation across music, consumer brands, technology, and community.
"Community is everything. You are only as strong as the team with you and we win when we build together."
Entrepreneur + Founder
Building purpose driven businesses that connect culture, commerce, and community—creating innovative ventures that generate economic opportunity and lasting impact. Co founder of Win Win Coffee, Defiant Coffee and ViaNexta.
Music Executive
15+ years leading A&R, artist development, marketing, and strategic operations—partnering with artists, executives, and brands to build enduring careers and drive cultural impact. Recognized as a Billboard R&B/Hip-Hop Power Player (2020–2022).
Educator + Public Speaker
Adjunct professor, speaker, and accelerator facilitator empowering the next generation of founders, artists, and creative leaders through practical business education and industry experience.
Consultant + Advisor
Board of Trustees member at The Recording Academy and Co-Chair of its National Education Committee, helping shape education, advocacy, and industry-wide initiatives for creators and executives. Advisory leadership with Women in Music. Recognized by Forbes, Billboard, and other industry organizations.
Board Service + Leadership
Providing strategic guidance across brand development, partnerships, artist strategy, and operational systems—helping founders, artists, and organizations build scalable, culturally relevant businesses.
Connect & Collaborate
Great ideas begin with conversation. Whether you're reaching out about business, music, education, or community initiatives, I look forward to connecting.
