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Drake Selling Hats Inspired By His New Alter Ego ‘Anita Max Wynn’

Drake is taking things to the next level with his betting-obsessed alias by dropping a new line of merchandise.

On Sunday (January 21), the Canadian superstar announced that caps commemorating his alter ego, “Anita Max Wynn,” would be available for sale the following day on Drake Related.


As of now, he has only released one hat in four different colors: turquoise, black, blue, and pink, though all are sold out as of this writing. In addition to the character’s name and dollar signs, the product also features the logo of Stake, the gambling company of which he is the brand ambassador.

Check it out below:

During a Kick livestream last month, Drizzy gave away a total of $1 million and introduced fans to his alternate personality while brandishing the trucker hat that’s now for sale on his website.

“Bros, I brought a hat with me [that] I need for the stream right here. This is my alter ego, Anita Max Wynn,” he said while in an exaggerated Spanish-sounding accent, playing on the words “I need a max win.”


Drake also made headlines during the livestream for seemingly taking a shot at Metro Boomin. At one point in the broadcast, he thanked his fans for their continued support in 2023, before changing his tone and addressing the haters.

“To the rest of you — the non-believers, the underachievers, the tweet and deleters — you guys make me sick to my stomach, fam,” he said, before moving closer to the camera. “Look at my eyes — you guys wanna do something? That’s what I thought.”


The Missouri producer, who many fans assumed was the 6 God’s target, appeared to respond on Twitter by posting the viral “Whoa Calm Down Jamal, Don’t Pull Out the 9” video.

The apparent feud between the “Knife Talk” collaborators began in early December when the beatmaker threw shade at the success of Drake and 21 Savage‘s Her Loss.

Drake Loses $850K Bet On Logal Paul Fight Despite Picking The Winner

In response to a social media post about Heroes & Villains generating more streams than the aforementioned collaboration, he wrote: “Yet Her Loss keeps winning rap album of the year over H&V. Proof that award shows are just politics and not for me. Idc about awards honestly, the true award and REWARD is knowing that the music I spend so much time on brings joy to people’s everyday lives.”

Drake seemingly fired back on his Instagram Stories, quoting the following lyrics from JAY-Z‘s “Heart of the City (Ain’t No Love)”: “Damn, little mans, I’m just tryin’ to do me/ If the record’s two mil, I’m just tryin’ to move three.”


Soon after, he unfollowed Metro on Instagram.