Detroit welcomes back Emily T. Gail, a symbol of positivity and community spirit.
Emily T. Gail, the iconic community cheerleader known for her phrase ‘Say Nice Things About Detroit,’ is moving back to Detroit from Hawaii after over 30 years. Gail’s decision is fueled by her desire to reconnect with family and improve her healthcare options. Despite nostalgic ties to Hawaii, she is excited to embrace new beginnings in her beloved Motor City, where she plans to continue her advocacy for positivity and community well-being.
After spending over 30 years soaking up the sun in Kailua-Kona on the Big Island of Hawaii, Emily T. Gail has decided to make a permanent move back to Detroit. Yes, you heard it right! This entrepreneurial dynamo, community cheerleader, and creator of the well-known phrase “Say Nice Things About Detroit” is ready to reignite her passion for the Motor City.
Even from Hawaii, Gail maintained a storage unit in Detroit—a testament to her undeniable connection to the city despite the distance. She has kept a close eye on local happenings, returning regularly for both personal and professional reasons. These trips included attending her 60th high school class reunion at Grosse Ile High School, as well as the exclusive Detroit Homecoming event, an initiative she helped to create.
Emily has a routine that many would find endearing. When she lands back in Detroit, she’s often found staying in Room 129 at her favorite motel, a nostalgic touch that brings back memories each time she visits. However, a recent auto accident slowed her plans, but this resilient 78-year-old is determined to return full-time sometime this year.
One big reason for her move back is family. Emily wants to be closer to her twin sister, Edee, and her brother Max Gail, an actor who’s famously known for his role on “Barney Miller.” While most of her family lives scattered across the nation and even in Germany, being on the mainland makes it much easier for her to travel and stay connected with her loved ones.
As Emily gracefully ages, she recognizes the importance of better medical care. The healthcare options in Detroit, combined with being around family, have made her decision to move back more appealing. She has always been dedicated to the community and keeping her health in check is just another extension of that commitment.
Of course, leaving Hawaii isn’t without its bittersweet moments. Gail felt a strong bond to the beautiful islands, especially due to her cat, Pono Boy, who passed away last year. Pono had diabetes and required constant care; now, with him gone, she’s ready for the next chapter in her life.
Gail’s ties to Detroit run deep, even in her name. Her middle name Trowbridge pays honor to one of the city’s early mayors, Charles Trowbridge. Her heritage adds an extra layer of meaning to her return, as she works to reinforce the positive image of Detroit. The slogan she popularized, “Say Nice Things About Detroit,” is even copyright-protected, a testament to her influence.
Gail was at the forefront of the Ironman Triathlon in Hawaii in the 1980s alongside her partner Herb “Pooh” Squires. They made waves in the sporting community and eventually created the Emily Detroit Run, which later drew 20,000 participants by the late ’80s. Both achievements highlight her commitment to promoting well-being and positivity in fundraising and community events.
Even during her time in Hawaii, Gail remained a familiar face in Detroit. She served as a liaison at the Detroit Foundation Hotel until the pandemic hit, reinforcing her continued connection. Known for her optimism, she faced skepticism early in her advocacy, earning the “Pollyanna” nickname. Yet, her unwavering spirit never wavered.
Gail already has her sights set on a return in September 2025 for her next class reunion and the Detroit Homecoming event. While her retail store, Emily’s Across the Street, once stood as a local favorite, her merch still thrives, proving that positivity about Detroit has lasting power.
With a heart full of love for her hometown, Emily T. Gail is ready for a fresh start, fully embracing her roots in a city she has always cherished. Whether it’s her involvement in community events or her ongoing positive campaigns, one thing is certain: Detroit is welcoming back one of its most dedicated cheerleaders.
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