Jackson Mahomes is a popular content creator on two huge social media platforms: YouTube and TikTok. But he made major waves across the internet when Jackson attempted to insert himself into the relationship of two other well-known TikTokers. As OK! magazine reported at the time, Jackson made a duet video with Nessa Barrett that he simply captioned, "Let me take you on a date." The problem? Nessa already had a boyfriend, popular TikToker Josh Richards.
The two dated on and off for around a year. Thankfully, they seemingly took Jackson's request in stride, but that's not the only social media drama he's become entangled in over the years. Jackson also shared a testy direct message exchange he had with controversial Barstool Sports CEO Dave Portnoy. Portnoy asked if Jackson would consider being interviewed for his podcast, but the request was turned down quickly.
It turns out that Portnoy previously insulted Patrick Mahomes and his wife, Brittany Matthews, in an earlier episode, and the family's feud with Barstool Sports apparently dated back to Super Bowl LIV. Jackson shared the DM exchange on his Instagram Story, alongside the caption: "Why would I go onto a podcast that continues to bash me and my family?"
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