⭐ Jackie DiMaggio: America’s Sweetheart With a Voice That Transcends Time

Stunning. Magical. Storytelling.
These are just a few of the words used to describe the one-of-a-kind voice of Jackie DiMaggio — affectionately known as “America’s Sweetheart.” Her voice bridges generations, evoking the timeless charm of the golden age while breathing life into the future of music. From Connie Francis to Broadway, jazz to contemporary crossover, Jackie’s heartfelt delivery, vocal versatility, and graceful stage presence make her a standout in today’s musical landscape.

🎶 A New Chapter in Summer 2025

In Summer 2025, Jackie will debut as the lead vocalist of Chosen By Grace — a faith-driven group blending contemporary Christian, crossover, and original music. Their sound is powerful, inspiring, and rich in emotion — much like Jackie herself. Stay tuned for tour dates and surprises that promise to uplift hearts and stir souls nationwide.

🌟 Career Highlights

  • 🎤 Featured vocalist in Legends in Concert — tributes to Karen Carpenter, Connie Francis, Donna Summer, Whitney Houston & Lesley Gore

  • 🎹 Performances at Carnegie Hall, Steinway Hall & Lincoln Center

  • 🌟 Sang before 3,000+ at age 8 at a national talent convention in Dallas, TX

  • 🏆 Winner of New York’s Italian American Idol & Augie’s Idol

  • 🎶 Sang “Beauty and the Beast” with Peabo Bryson at the Emmaus Center, Brooklyn (Dec 2022)

  • 🇺🇸 Sang for President Donald J. Trump at the National Golf Club, Bedminster (2023)

  • 📺 Featured artist on the NYC Columbus Day Parade (national broadcast)

  • 🎙️ Performed at The Bitter End, The Four Seasons NYC, Resorts Casino, and the NYC Marathon

  • 🇮🇹 Headliner at San Gennaro Festival and Arthur Avenue Italian Festival, NYC

  • 💙 Annual performer at the Westchester Law Enforcement Memorial Service & Awards

🎵 Original Music: “Just Believe”

Now streaming on iTunes and Spotify, Jackie’s heartfelt original single, “Just Believe,” was inspired by her mother’s near-death experience and miraculous recovery. The song is a powerful anthem of faith, hope, and healing — a message for anyone facing hardship. It’s more than a melody; it’s a reminder that miracles do happen when you don’t give up.

🏠 Rooted in Faith, Family & Purpose

Born and raised in Pelham, New York, Jackie grew up in a tight-knit Italian-American family where faith, music, and love were at the center of life. Now a devoted wife and mother of two, she continues to draw strength and inspiration from her family. Her music is a reflection of that foundation — filled with light, depth, and purpose.

“She never forgets where she came from — and she never lets her audience forget how music can lift the human spirit, bridge divides, and heal the soul.”

💬 Quotes That Define Jackie

“If you talk about it, it’s a dream. If you envision it, it’s possible. If you schedule it, it’s real.”
“God gave me a voice. I give it back to Him every time I sing.”
“To sing for others is a joy. To sing with purpose is a blessing.”
“When the spotlight hits, I shine it back on the audience. That’s where the love lives.”
“Music is my ministry — whether it’s a jazz standard, a church hymn, or an original ballad from the heart.”

🌐 Connect With Jackie