T-Pain Reunites With Jermaine Dupri Ahead of WisCansin Fest

T-pain Rekindles Hip-hop Alliance

Hip-hop hitmaker T-Pain took to Instagram this week to share a backstage reunion with legendary producer Jermaine Dupri. In a series of candid snapshots, the “Buy U a Drank” artist is seen greeting Dupri with smiles and fist bumps, writing, “Crossing paths again with @jermainedupri 👑 Always a pleasure linking up with a legend 🙏🏿 See him take the stage at @wiscansinfest.” The post doubled as a call-to-action for fans to secure tickets at www.wiscansin.co/tour before the festival rolls into town.

Legendary Producer Jermaine Dupri Joins The Lineup

Jermaine Dupri is no stranger to festival stages or chart-topping collaborations. As the founder of So So Def Recordings, he’s guided superstars from Usher to Mariah Carey and played a pivotal role in shaping modern R&B and hip-hop. Dupri’s Grammy-winning track record includes breakthroughs in the late ’90s and early 2000s, and his presence at WisCansin Fest adds serious industry clout. Fans eager to catch him live can look forward to Dupri mixing classic hits with fresh arrangements on June 14 in Milwaukee.

Wiscansin Fest Heats Up Milwaukee

Now in its second year, WisCansin Fest is set to light up Summerfest grounds on June 14, 2023. Organizers describe the event as a multi-genre showcase featuring hip-hop, R&B, and pop acts. In addition to T-Pain and Jermaine Dupri, headliners include chart-toppers such as Wale and special surprise guests. Early-bird tickets sold out within hours, and the latest Instagram push suggests demand is still soaring. Fans can choose general admission or VIP packages at www.wiscansin.co/tour—options that promise meet-and-greets, exclusive merch, and prime viewing access.

Expanding Festival Roster

T-Pain has been steadily hyping the festival on social media. In a previous post titled “Final warning ⚠️ @wiscansinfest we on the way!,” he reminded fans that spots were vanishing fast. Another shout-out featured rapper Wale, captioned “Looking like a bag of money 💰 Wale ✈️ WisCansin Fest,” underscoring the event’s all-star billing. These teasers underscore the collaborative spirit of the fest, where heavyweight names converge for one night of high-energy performances.

T-pain’s Festival Momentum

Since debuting on the WisCansin circuit, T-Pain has leveraged his signature Auto-Tune style to energize audiences nationwide. Beyond his own headlining set, he’s curated surprise appearances by longtime collaborators—most recently linking up with Dupri, who produced early 2000s mixtape favorites. With this latest Instagram drop, T-Pain cements his role not just as a performer but as a curator of throwback anthems and modern hits alike.

The countdown is on for WisCansin Fest in Milwaukee. Fans ready to witness the T-Pain and Jermaine Dupri reunion—alongside performances by Wale, other special guests, and festival surprises—should book their tickets now at www.wiscansin.co/tour before the June 14 date sells out again.

Reporter

Ratika Pai

 

Ratika holds a master's degree in commerce and a post-graduate diploma in communication and journalism from Mumbai University. She has 6 years of experience writing in various fields, such as finance, education, and lifestyle.

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