After being waived by the Tampa Bay Buccaneers in August, Shilo Sanders has gone all-in on building his brand outside football. The former Colorado safety is now grinding in music and streaming. It is quite surprising that he chose to follow his older brother Deion Sanders Jr’s path after becoming unemployed.
It is worth noting that Coach Prime’s son is making moves while waiting for another NFL shot. Meanwhile, he’s keeping things entertaining along the way with music. And guess what. The American rapper Sexyy Red apologized to Shiloh.
Shilo Sanders Confronts Sexyy Red After Being Ignored at ComplexCon
At ComplexCon last weekend, Shilo was spotted mingling with several internet personalities and celebrities. His most notable encounter came with rapper Sexyy Red, who walked right past him without noticing.
At that moment, he was singing a line from her song, “I’m out of town, thuggin’ with my rounds,” hoping she would join in. When she ignored him, he caught up to her, and once she realized what had happened, Red apologized and gave Coach Prime’s son a warm hug.
“Hey, Sexxy, you don’t get to just walk past me like you don’t know me,” he joked. “Okay, I’m sorry, how you doing?” Red asked, looking embarrassed.
“You were supposed to finish my lyrics,” Shilo said. “Because I was about to drop a tape, and then you were going to like it and be like, ‘Dang, Shilo, let me get on a song.’ But now, I’m like damn.”
The rapper tried to explain that she had heard Shilo’s song and even liked it. She ended the conversation by telling Shilo to reach out later for an online collaboration.
Shilo, who didn’t make the Buccaneers’ 53-man roster ahead of the 2025 season, had signed with Tampa Bay in April as an undrafted free agent. In August, he was waived after punching Bills tight end Zach Davidson in a preseason game. He was also fined $4,669 for his actions.
He was not signed by any other NFL team, which led him to focus entirely on his passion after becoming unemployed. However, before the touching moment with Red, Shilo had another funny moment at the event that people are also talking about.
Shilo Roasts Shareef O’Neal Over “Cheapest Dad” Debate
Shilo had another hilarious exchange with Shaquille O’Neal’s son, Shareef, at the same event. He asked how many points he could beat him by. Shareef, a former college athlete, said he wouldn’t stand a chance.
Shilo Sanders and Shareef O’Neal debate whose Father is the cheapest between Deion Sanders and Shaquille O’Neal😂 pic.twitter.com/ajCuEImbn1
— GUCCE🦬🐦⬛ (@gucceCU) October 29, 2025
Then Shilo jokingly asked him, “Whose dad is the cheapest out of both of us?” before answering himself, “Mine!” By the end, the 25-year-old made several connections and said he’d stream with some of them soon.
After watching the video, fans trolled them relentlessly.
One X user commented, “Shareef just ordered a Benz with no questions asked, I think he should sit this one out 🤣🤣”
Second quipped, “Having a cheap off is nuts 😂”
The third added, “Shilo was made for streaming he is pure comedy.”
Fourth noted, “The real debate is about legacy, not just dollars. Deion’s teaching grit and discipline, while Shaq’s got that larger-than-life charisma. Both are shaping their sons’ paths in unique ways. What’s the price of that influence?”
Another remarked, “Not Prime taking them chirren to Golden Corral. 🤣🤣🤣🤣”
For now, Shilo is focused on his music and connecting with fans online. What comes next is anyone’s guess.
