Russell Wilson & Troy Aikman Celebrate $100M Worth Friend’s Big Announcement as ‘Excited’ Ciara Sends 3-Word Message

Russell Wilson‘s off-field ventures often reflect the same precision and foresight he brings to the gridiron. Among his longstanding partnerships, his collaboration with entrepreneur Kenny Dichter stands out. Their relationship, rooted in shared values and mutual respect, has spanned various initiatives over the years. Notably, during the COVID-19 pandemic, Wilson and Dichter co-launched the ‘Meals Up’ campaign, aiming to provide meals to those in need through Feeding America. This partnership underscores a bond that goes beyond business, reflecting a shared commitment to impactful endeavors.

While Wilson and Troy Aikman shared a push-and-pull relationship, their dynamic was honest and straightforward, like a true quarterback-coach combo. Both QBs shared one key thing: deep respect for the aviation mogul who redefined the runway. This game-changer flipped the script when private jets were just luxury extras. He packaged flights like Uber rides for athletes, moguls, and power brokers, making the industry a whole new playbook. Wilson wasn’t just on the sidelines—he believed in the play, backed the mission, and helped bring it into the spotlight. Their friendship, now over a decade strong, runs on mutual hustle, vision decks, late-night calls, and shared wins. The lanes might be different—football and aviation—but Wilson knows exactly who’s riding shotgun in his game plan.

Wilson just posted an Instagram story with a nod to a longtime friend. He reshared a post from Real Jet that read, “Kenny Dichter Returns to Private Aviation with the Launch of REAL JET,” tagging @kennydichter and @flyrealjet with three flying emojis. The soundtrack? Fly Away by Lenny Kravitz, fittingly soaring over the post for all 5.6 million of Wilson’s followers to see. A sleek shoutout, a clear bond, and a signal: Wilson rides for his people when they take off—literally.

Aikman also gave a nod to this cause via an Instagram story. The caption simply read, “Congratulations @kennyditcher.” The Hall of Famer reshared a post from @realslxofficial, which described Kenny as “the visionary entrepreneur.” The rest of the story featured a PR Newswire article about the launch of Real Jet. It shows that Real Jet’s impact stretches beyond business. It’s a movement backed by loyalty and long-standing friendships.

This move marks the high-profile return of Kenny Ditcher, one of private aviation’s most influential figures. The former Wheels Up CEO is launching Real Jet, a bold new offshoot of REAL SLX. And he’s not just back—he’s on a mission. “We built REAL SLX in order to put our members at the right events, in the right seats, next to the right people,” said Dichter, who now chairs the brand. “REAL JET serves its customers in the same way—by connecting flyers with the right companies, the right aircraft, and the right people.” The goal? Pull in a new wave of corporate and occasional private flyers, and unlock fresh spending in an industry ripe for disruption.

Wilson and Aikman aren’t the only ones hyping the launch. Wilson’s wife, Ciara, jumped into the celebration by resharing her husband’s story with her own caption: “Let’s go @kennydichter ✈✈✈.” The couple isn’t new to championing Kenny’s ventures, and it shows. 

Their connection runs even deeper. Back in 2015, Russell posted a gratitude-filled photo with the Wheels Up family, tagging Dichter and posing alongside him and his wife, Soshana. The caption read, “Grateful for @WheelsUp8760 Family CEO Kenny Dichter & Shoshana Dichter & Crew! 45,000 Feet Closer to God! 🙏🏾😇 #Blessed.”

Since then, the seasoned entrepreneur has kept a close eye on Wilson’s rise, dropping his name in interviews and offering praise publicly. Kenny isn’t the only one rooting for Russell on social media. Ciara has also been doing it for years.

Russell Wilson’s next chapter? Ciara’s already “excited”

Ciara Wilson is riding shotgun on her husband’s newest NFL chapter. The 39-year-old singer and entrepreneur recently took to Instagram, sharing a story to her 35.5 million followers featuring Russell Wilson suited up in Giants blue, football in hand. The image doubled as a reveal of the Giants’ official 2025 season schedule—a season that could mark a turning point for both team and quarterback.

She kept the caption simple, but meaningful: “Excited for this.”

Wilson joined the New York Giants this offseason on a one-year deal after a short stint in Pittsburgh. Now gearing up for his first season in the Big Apple, the veteran QB is deep in training camp, working to lead a team that’s been clawing for relevance in the NFC. The Giants dropped their season schedule just as the spotlight started to heat up—no soft openers, no easy road.

New York kicks off with back-to-back road games against division rivals: the Washington Commanders in Week 1, then the Dallas Cowboys in Week 2. But the real early test comes in Week 3 when the Giants host Patrick Mahomes and the Kansas City Chiefs on Sunday Night Football. From there, the road only gets rougher. The Giants will face heavyweights like the Eagles, Chargers, and 49ers—each one a playoff-caliber squad. It’s a gauntlet, no doubt. 

As Wilson gears up for a tough season, he’s got a rock-solid support system. Between Ciara’s steady presence and the longtime bond with the aviation trailblazer, the trio shares a wholesome, loyal dynamic. It’s exactly the kind of backing a QB needs—and Wilson couldn’t ask for better people in his corner.