Russell Wilson partners with Troy Aikman as their successful friend hits a massive $100M milestone

Russell Wilson is known for precision, leadership, and focus on the football field—but off it, his strategic thinking and loyalty run just as deep. The NFL quarterback recently spotlighted those values by backing the launch of REAL JET , a private aviation startup spearheaded by his longtime friend and visionary entrepreneur, Kenny Dichter. For Wilson, this wasn’t just a casual repost—it was a testament to a decade-long bond grounded in mutual ambition, trust, and a shared pursuit of meaningful impact.

Russell Wilson teams up with Troy Aikman to back a $100M friend’s latest business venture

Their friendship dates back more than ten years, but it’s built on more than just business ventures. During the COVID-19 crisis, Wilson and Dichter co-created the “Meals Up” initiative in partnership with Feeding America. The campaign delivered critical meals to struggling communities during a time of global uncertainty, revealing a deeper layer of their relationship—one rooted in compassion and responsibility. It wasn’t about headlines; it was about humanity.

Congrats Kenny on REALJet! @flyrealjet ✈️ https://t.co/tU9giFZN5y

— Russell Wilson (@DangeRussWilson) May 16, 2025

Now, Wilson is again amplifying Dichter’s mission. He reshared a post from REAL JET on Instagram to his 5.6 million followers, tagging both @kennydichter and @flyrealjet, with three flying emojis. The soundtrack? “Fly Away” by Lenny Kravitz—a clever nod to both the launch and the literal takeoff of this bold new venture. The move was subtle yet significant, signaling Wilson’s unwavering support as Dichter re-enters the private aviation space following his tenure as CEO of Wheels Up.

REAL JET is not just another luxury travel option—it’s a disruptive force in private aviation. As part of Dichter’s broader lifestyle brand REAL SLX, the company aims to “connect flyers with the right companies, the right aircraft, and the right people.” His approach reimagines aviation much like rideshare apps revolutionized urban transport—making private air travel more accessible, tailored, and efficient for corporate travelers and occasional flyers alike.

Interestingly, Russell Wilson isn't the only NFL legend showing love. Hall of Famer Troy Aikman also threw his support behind Dichter, reposting a message that described the founder as a “visionary entrepreneur.” While Wilson and Aikman have had a candid, sometimes tense rapport, their shared admiration for Dichter bridges any gridiron gaps. It reflects the aviation mogul’s wide-reaching influence and the powerful relationships he’s cultivated across industries.

Wilson’s wife, Ciara, also chimed in, reposting her husband’s story and adding her own cheer: “Let’s go @kennydichter.” Their history with the Dichters runs deep. Back in 2015, Wilson posted a heartfelt photo from a private flight, writing, “Grateful for @WheelsUp8760 Family CEO Kenny Dichter & Shoshana Dichter & Crew! 45,000 Feet Closer to God! #Blessed.”

As Wilson prepares for a new chapter with the New York Giants—facing a challenging early season against powerhouse teams—his personal circle remains rock-solid. With Ciara by his side and friends like Kenny Dichter in his corner, Wilson continues to align himself with individuals who reflect his integrity and vision.

As REAL JET lifts off, so too does a renewed reminder: Russell Wilson isn’t just a quarterback—he’s a builder of legacies, both on and off the field.

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