FACE OF THE WEEK: Ricky Rebel – The Fearless Billboard Artist Turning Rebellion into Art

A Billboard Top 40 recording artist with a career spanning decades, Ricky was discovered by none other than Michael Jackson, later signed to Madonna’s record label, and toured the world with Britney Spears. Now, his journey comes full circle with his induction into the American Entertainment Hall of Fame, joining the ranks of icons like William Shatner and LeAnn Rimes.

Beyond the spotlight, Ricky has carved a legacy as a multi-dimensional artist: a singer, dancer, actor, fashion provocateur, and co-host of NBC News’ “Straight Talk with Dr. Marissa Pei.” His fearlessness on stage and unapologetic self-expression have not only won him accolades but also made him a voice for those who dare to be different.

With a career that bridges controversy and courage, Ricky’s impact in the entertainment world goes beyond the charts. His music and message promote authenticity, gratitude, and rebellion against conformity—a philosophy that continues to inspire audiences globally.

Allan Kevin Zepeda / Alkevinz Media | DIZZYDIDDY+PLUS FACE OF THE WEEK

Interview Ricky Rebel

Can you tell us a little about yourself and what you do?

I’m Ricky Rebel, a Billboard Top 40 recording artist. I was discovered by Michael Jackson, signed to Madonna’s record label, and toured with Britney Spears. Recently, I’ve been chosen to be inducted into the American Entertainment Hall of Fame.

What inspired you to pursue your career or business?

Watching Madonna as a kid changed my life. Her freedom on stage inspired me to leave my path in Olympic training and pursue music, dance, and acting. By 11, I had my first movie and was singing on major soundtracks.

What is the biggest challenge you’ve faced in your career and how did you overcome it?

Hiding my sexuality early on was a major hurdle. Later, my political views brought backlash. But I chose to focus on creating art that unites, not divides. Overcoming prejudice made me stronger and clearer about my purpose.

How do you stay motivated and focused on your goals?

Life itself motivates me. I love what I do so much that I can’t stop. My biggest lesson? Knowing that I am enough. That truth changed how I create and connect.

How do you define success?

” Success is releasing your work without fear. It’s about expression and impact, but also financial freedom to create what you love. If you’re brave enough to share your truth, you’re already successful. “

What is your biggest dream, and how are you working towards achieving it?

My dream is to tour the world, performing with friends, celebrating life and creativity. I’m living that dream already and building on it every day.

How has your faith or spirituality played a role in your career?

Faith returned to my life through two angels—my cats Max and Willow. They reminded me that God loves me. I told Him I’m available for any divine purpose, and that has brought me peace.

Who is your biggest inspiration, and why?

Madonna—because she’s bold, unafraid, and constantly evolving. I admire people who challenge norms and make space for vulnerability and strength.

How do you maintain a healthy work-life balance?

By working out, spending time with friends, enjoying food, music, and yes, great sex. Pleasure and connection are essential to balance.

What advice would you give to someone just starting out?

Don’t compare yourself to others. Your uniqueness is your power. Trust your instincts and don’t let anyone derail your vision.

What is something people misunderstand about your work?

People try to box me in. But I’m complex, fluid, and not easily labeled. I challenge norms and that can ruffle feathers, but it’s always rooted in authenticity.

What is the most rewarding part of your work?

When fans tell me my music helped them release their own art. That connection, especially live on stage, is euphoric.

What are you passionate about outside of your work?

Philosophy. I read thinkers like Carl Jung and Marcus Aurelius. I believe life has no inherent meaning—we create it. That frees me to live intentionally.

What is the most valuable skill you’ve learned?

Music production. Learning ProTools, Ableton, guitar, piano—it’s empowered me to create without limits. My album Veronica was even considered for two Grammy nominations.

What is something you wish you knew earlier in your career?

That deep relationships matter more than surface networking. The spotlight is sweeter when shared with collaborators you trust and care for.

How do you deal with failure or setbacks?

Like gym workouts—they build strength. Failure redirects and refocuses you. I process, reflect, and keep moving.

What life lesson did you learn a little too late?

“Being on time. I missed big opportunities because of lateness. It matters.”

What accomplishment are you most proud of?

Becoming a Billboard artist, being discovered by Michael Jackson, getting signed by Madonna, and never giving up. Perseverance is my proudest trait.

How do you see your career evolving?

I see myself in film and TV—composing, acting, producing—and collaborating with other amazing artists.

How do you give back or create impact?

Co-hosting Straight Talk with Dr. Marissa Pei on NBC lets me spread positivity. Practicing gratitude has changed my life, and I share that with my community.

Do you have a favorite quote?

Albert Camus: “The only way to deal with an unfree world is to become so absolutely free that your very existence is an act of rebellion.”

What’s the best advice you’ve received?

Never compare yourself to others. It robs you of joy.

How do you stay innovative?

By embracing new tech like AI, reading about mindfulness, and always pushing my limits creatively. I stay inspired and constantly challenge myself to evolve.

ABOUT DIZZYDIDDY+MAG FACES:

“Celebrating Impactful Achievements Across Various Fields”

DIZZYDIDDY+MAG has launched a new initiative called “Face of the Week,” which aims to showcase the achievements of men and women who are making an impact in various fields, including entrepreneurship, entertainment, education, communication, and more. Each week of the year, from January to December, a new face will be introduced to the public through DIZZYDIDDY+MAG’s platform.

Many of these faces of the week will also be honored at the Crownys, which are the DIZZYDIDDY+MAG Awards and where all the faces and people who worked or partnered with DIZZYDIDDY+PLUS will be celebrated. The ultimate goal of this initiative is to give recognition and exposure to individuals who are making a positive difference in their respective fields.

The initiative will culminate with the release of a printed magazine in December for the Face Of The Year.

By highlighting the achievements of these individuals, DIZZYDIDDY+MAG hopes to inspire and encourage others to pursue their passions and make a positive impact in the world.