In the 25th Anniversary Issue, under the silver moon, Jaboukie Young-White takes center stage, smoothly maneuvering through the complexities of digital fame. Photographer OK McCausland captures the essence, while stylist Britt Theodora adorns Jaboukie in a GUEST IN RESIDENCE sweater, SANDRO shirt, NOAH NY shorts, STETSON boots, and an OMEGA watch.
As Jaboukie reflects on his journey from internet stardom to successful writer, comedian, and actor, he candidly shares, “It’s not funny, but I have to laugh.” The interview delves into the nuances of digital fame, the internet’s evolution, and the impact on authentic connections.
The narrative explores Jaboukie’s experience during the internet boom of 1994-1999, where relatability became profitable, but authenticity faced challenges. Despite the loss of genuine connections, Jaboukie reminisces about the internet as a haven for the LGBTQ community, expressing how it once felt like a ticket out of one’s surroundings.
From his iconic FBI tweet to an indefinitely suspended account, Jaboukie’s revolutionary Twitter presence highlights the transformative power of online platforms. The rise of influencers, bridging the gap between civilians and celebrities, is examined, with Jaboukie noting the low stakes and stigma associated with doing things for free.
Now reaping the rewards of his talents, Jaboukie has secured roles in The Daily Show, Big Mouth, and Max’s Rap Sh!t, establishing himself as a prominent name in comedy. He shares a pivotal moment from a high school performance that sparked his desire to become a comedian, emphasizing his addiction to the sound of laughter.
As the interview shifts to the media landscape of the 2020s, Jaboukie critiques the prevailing toxic positivity and yearns for more depth and honesty. He aims for lucidity, clarity, and honesty as a guiding North Star in his creative endeavors.
Jaboukie also addresses generational divides, playfully dismissing the term “millennial” as a slur. He reflects on the challenges faced by Gen Z, entering a perpetual state of boomer rule, highlighting common struggles like housing affordability and healthcare.
In contemplating the future of the internet, Jaboukie acknowledges the debts of the past, emphasizing the need for sustainable models. He envisions a shift towards more intimate spaces like group chats, Discords, or even a resurgence of old-school blogging styles like Substack.
In the final reflection, Jaboukie draws a poignant analogy, likening the internet to a big mall, transforming from a space for genuine connection to a commercialized playground. LOEWE shirt adorning him, captured by OK McCausland and styled by Britt Theodora, Jaboukie Young-White stands at the intersection of wit, wisdom, and the ever-evolving digital landscape.
