WEBVTT

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You know, when you plug a destination into a

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GPS, it gives you, like, the fastest, most logical

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route. Right, the approved path. Exactly. Stay

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on the highway, take the exits everyone else

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takes, follow the blue line, and if you dare

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to veer off that pre -approved path, the system

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just absolutely panics. It starts flashing, right?

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Like, recalculating, recalculating. Yeah, demanding

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that you turn around and get back on the main

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road. And, um... You know, the music industry

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operates like that exact same software. Oh, completely.

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If you aren't hitting the standard milestones,

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playing the expected sounds, and following the

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traditional timeline, the executives assume you

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must be lost. Welcome to the Deep Dive. I'm so

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glad you're here with us today. Yeah, thanks

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for tuning in. Today we're unpacking a massive

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Wikipedia archive documenting the journey of

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an artist... who basically spent his entire career

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making the music industry's GPS screen recalculating.

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I mean, he really did. We're talking about the

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American rapper Jaron Benton. Yes. And our mission

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today is to explore the career of a guy who actively

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almost stubbornly defied regional expectations,

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industry norms, and even the traditional timeline

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of success. Just to build a deeply personal music

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legacy on his own terms. Okay, let's unpack this.

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We have to start at the beginning, down in Decatur,

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Georgia. Right. Benton was born in 1981, which

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places his formative years right in the thick

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of the rising southern hip -hop dominance. And

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that geographic context is just, well, it's crucial

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to understanding his early struggles. Because

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of the Atlanta sound, right? Exactly. In the

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late 90s and early 2000s, Atlanta was really

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cementing itself as the absolute center of gravity

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for hip hop. There was a very specific down south

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sound dominating the airwaves and the clubs.

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It was largely bass heavy, bounce driven, and

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highly localized. Like if you were there, you

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played that sound. Right. If you were an up and

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coming artist in that area, the expectation was

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that you would slide seamlessly right into it.

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to that sonic landscape. But Benton just didn't

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fit that mold at all. No, not even close. He

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gives this incredibly candid quote to XXL Magazine,

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admitting that his early attempts at rapping

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were, well, in his own words, kind of whack.

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Which is hilarious to admit, but, you know, honest.

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Yeah. He was going around Atlanta performing

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at showcases, trying to build a name, but he

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hit a massive wall. Mm -hmm. He noted it was

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incredibly hard to gain traction because his

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style just didn't fit that typical down south

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vibe the local crowds were showing up for. And

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looking at his influences, I mean, it makes perfect

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sense why he felt like an alien in his own hometown.

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Oh, for sure. His musical diet was completely

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at odds with the local menu. His influence list

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is wild. It reads like someone left a CD binder

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open at a frat party in 1999 and just hit shuffle

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on everything. It really does. He credits hip

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hop legends, obviously. Outcast. Goody Mob, Wu

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-Tang Clan, Eminem. Redmond, Dr. Dre. Yeah. But

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then he cites deeply lyrical underground guys

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like ELP, Rascass, and Chino XL. Which is already

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pulling away from the mainstream club sound.

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Right. And then he takes a hard left turn into

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alternative and industrial rock. This is the

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part that gets me. He brings up nine -inch nails,

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deftones. and Marilyn Manson. Yeah. It's like

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trying to sell a sci -fi thriller at a romance

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novel convention. You might have undeniable talent

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as a writer, your prose might be incredible,

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but the local market you're standing in is absolutely

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not looking for a genre -blending, dark, industrial

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-tinged hip -hop sound. They want the club hits.

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Exactly. What's fascinating here is how that

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initial rejection acts as a crucible. How do

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you mean? Well, When your immediate environment

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doesn't validate you, you're forced into a corner.

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You either conform to what the local scene wants,

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which he clearly refused to do, or you look outward.

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Yeah, you find your own lane. By embracing Marilyn

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Manson and Wu Tang simultaneously, Benton was

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cultivating a sound that couldn't be pigeonholed

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by geography. He wasn't making it. Atlanta music,

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you know. He was making Jaron Benton music. Exactly.

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He isolated himself in his own specific tastes

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to build something completely separate from the

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local expectations. I want you, the listener,

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to think about that for a moment. Think about

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a time when you felt your own skills or your

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passions or your weird niche interests just did

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not align with your immediate environment. Oh,

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that's a great point. Like, at a job. Right.

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Maybe it was at a corporate job or in a specific

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academic program. It feels incredibly frustrating

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and isolating in the moment. But that friction

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is often the exact thing that forces you to forge

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a stronger, more unique identity. You stop trying

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to blend in, and you start doubling down on what

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makes you different. And that doubling down is

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the defining characteristic of Benton throughout

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the late 2000s. He didn't just give up. No. He

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focused intensely on ref - finding that eccentric

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craft, rather than trying to reverse engineer

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a radio hit for the Atlanta market. Which leads

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directly into his breakout period between 2009

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and 2012. Right, because eventually his sound

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catches the ear of the right people. He drops

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his first official mixtape, produced entirely

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by the Beat Gods, in 2009. Then in 2011, he teams

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up with producer SMKA for a collaboration mixtape.

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And the title of this project tells you everything

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you need to know about his brand of humor and

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his reliance on shock value. Oh, I know the one.

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It was called Huffing Glue with Hasselhoff. That

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title is just wild. Supported by the single Get

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a Low to Me. But the real catalyst for his career

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was a track called Skitzo. Yes, the music video

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for Schitzo, that somehow crosses the radar of

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the underground rapper Hopson. And Hopson was

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huge in the underground scene then. Oh, yeah.

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Hopson was building a massive independent following

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of his own at the time. He watches the video,

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immediately recognizes the raw talent and the

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shared off -kilter sensibility, and he passes

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it along to Dame Ritter. Who's the CEO of the

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independent record label Funk Volume. Exactly.

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A few months go by, Ritter reaches out, and by

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May 2012, Hopson and Ritter Ritter officially

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signed Benton to Funk Volume. Wow. He then drops

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the mixtape Freebasing with Kevin Bacon the following

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month. Another amazing title. Right. And he's

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bringing in features from guys like Dizzy Wright,

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Ritz, and Gangsta Boo. But what's wild is that

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while all this underground momentum was building,

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the mainstream establishment was actually watching

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him closely. They definitely were. He wasn't

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just getting calls from scrappy independent labels.

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He was simultaneously being courted by absolute

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industry heavyweights like Eric Cerny. and no

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ID. Yeah, literal architects of hip -hop. And

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they were offering him major label deals with

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Def Jam recordings and Interscope Records, yet

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he says no. He walked away. He walks away from

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Def Jam to sign with Funk Volume. I have to push

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back here. Wait, if Def Jam and Interscope come

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knocking... Isn't a professional suicide to say

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no and go with a relatively small indie label?

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It looks entirely counterintuitive from the outside.

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I mean, most people would kill for that deal.

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Right. But if we connect this to the bigger picture,

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it makes perfect strategic sense for an artist

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like Benton. Break that down for us. You have

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to understand the historic trade off in the music

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industry. When you sign with a major label like

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Def Jam or Interscope, you are getting access

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to a massive global marketing machine. So radio,

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billboards. Exactly. You get the big cash advances,

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you get radio play, high budget videos, and mainstream

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visibility. The rocket ship to the top. Yeah,

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but the price of that rocket ship is almost always

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your creative control and the actual ownership

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of your master recordings. Ah, right. The fine

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print. Major labels are notoriously risk -averse

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because they are investing millions. Think back

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to that GPS analogy. They want you on the highway.

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A major label wants you on the highway. If Benton

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went to Def Jam, the executives might listen

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to his Marilyn Manson influences and his dark

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humor and say, let's dial that back. Let's make

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you sound more like what's currently charting

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on the radio so we can recoup our investment

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faster. They'd want to sand down his edges to

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make him palpable for a mass audience. Independent

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labels, on the other hand, offer a fraction of

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the upfront money and marketing muscle. Sure.

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But they give the artist a significantly larger

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slice of the pie when it comes to royalties.

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And more importantly, they let the artist steer

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the ship creatively. Which he needed. Funk volume

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wasn't going to tell him to change his sound.

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They signed him specifically because of his eccentric

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sound. You know, for everyone listening, think

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about your own career choices. If you were offered

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the prestigious corporate job, at the massive

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firm, the one with the strict dress code, the

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rigid hierarchy, but the huge name brand on your

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resume, would you take it? A lot of people would.

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Yeah. Or would you choose the chaotic startup

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that pays less initially, but lets you completely

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run your own department and build something in

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your own image? And Benton chose the startup.

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He did. But choosing independence comes with

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a heavy physical and financial toll. I mean,

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when you say no to Def Jam's money, you have

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to fund your own existence? That explains the

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insane touring schedule that follows. Oh, the

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touring was brutal. In late 2012, he hits the

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road internationally with Hopson, Dizzy Wright,

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Swizz, and DJ Hoppa. They do 54 shows in 60 days

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across the US, Europe, and Australia. 54 shows

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in 60 days. That's almost a show every single

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night with international travel. When you say

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no to corporate money, that tour becomes the

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physical cost of your independence. That is not

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a glamorous pop star tour. That is blue collar,

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sweat equity grinding to keep the lights on and

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build a grassroots following city by city. And

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that grueling grind. sets the stage for his debut

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studio album in June 2013. My grandma's basement.

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Right. And this album represents a pivot for

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him. How so? He stated at the time that the project

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had a different vibe. It was a lot more personal,

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designed so people could learn who Jaron really

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is beneath all that shock value. Getting past

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the Huffing Lou persona. Exactly. He also featured

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a more refined production sound because, you

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know, he still had ambitions to be a household

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name. He wasn't opposed to success. He just wanted

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it on his turn. Right. He was proving he could

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balance his eccentricities with accessibility,

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but without a major label telling him how to

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do it. And the personal touch completely worked.

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My Grandma's Basement featured a diverse lineup

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of guests, Aria the Rugged Man, Vinnie Paz, Hobson,

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and it debuted at number 152 on the Billboard

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200. Which is huge. And it hit number four on

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the Billboard Hit Seekers chart. Right, and for

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anyone unfamiliar, the Heat Seekers chart is

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basically Billboard's spotlight for artists bubbling

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just under the mainstream radar. Like a track

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of a system for the next big thing. Exactly.

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So for independent hip hop album in 2013, charting

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on the Billboard 200 is a massive validation

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of the DIY approach. The momentum snowballs rapidly

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from there. He drops music videos for tracks

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like Go Off and Life in the Jungle. He goes on

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his first solo headlining tour, the Grandma's

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Basement Tour, and jumps onto tours with Ritz,

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Snowthi Product, Tech N9, and Freddie Gibbs.

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He is just everywhere. It's a relentless pace

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that culminates in a major industry moment in

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2014. Here's where it gets really interesting.

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Oh, the XXL -ist. Yes. Jaren Benton earns a spot

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on the 2014 XXL freshman class. For context,

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the XXL freshman list is essentially the hip

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-hop industry's annual coronation of the next

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big superstars. Getting on that magazine cover

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is a career -making moment. Absolutely. But there

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are two vital details here. First, Benton didn't

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just get picked by the magazine editors in a

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boardroom. He won the People's Champ fan vote.

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Meaning his independent fans mobilized and essentially

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forced him onto that list. Exactly. And second,

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and this is the kicker, he was the oldest rapper

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ever selected to the list. Wow. He was 32 years

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old. Which is just unheard of. Youth is fiercely

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fetishized in the music industry. Gatekeepers

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are almost always looking for the 19 -year -old

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prodigy they can mold and profit off of for the

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next decade. Right. They want someone they can

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steer. Breaking through at 32 is practically

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impossible in that specific format. The real

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takeaway here is that gatekeepers only have power

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if they control your audience. Oh, that's a great

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way to put it. Benton proved that if you own

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your direct connection to the fans, you can completely

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override ingrained industry prejudices like ageism.

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The fans literally forced the industry to acknowledge

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a 32 year old in a young man's game. It's like

00:12:22.159 --> 00:12:24.159
winning a Best New Artist Award when you've actually

00:12:24.159 --> 00:12:26.200
been working in the trenches for over 10 years.

00:12:26.340 --> 00:12:28.879
Right, right. It's not overnight success. It

00:12:28.879 --> 00:12:32.259
is fiercely delayed recognition. So he reaches

00:12:32.259 --> 00:12:37.000
this incredible validating peak. He defied the

00:12:37.000 --> 00:12:39.340
geography trap, he defied the major labels, he

00:12:39.340 --> 00:12:42.299
defied his age, and then just as he reached at

00:12:42.299 --> 00:12:44.639
the mountaintop, the ground completely falls

00:12:44.639 --> 00:12:46.799
out from under him. Because the independent music

00:12:46.799 --> 00:12:49.720
business is incredibly fragile. You don't have

00:12:49.720 --> 00:12:52.340
a massive corporate safety net to catch you when

00:12:52.340 --> 00:12:54.919
things go wrong, either personally or professionally.

00:12:55.000 --> 00:12:58.379
Right. In early 2015, Benton releases his debut

00:12:58.379 --> 00:13:02.100
EP titled Slow Motion. It charted on the Billboard

00:13:02.100 --> 00:13:04.360
200, which is a great professional milestone.

00:13:05.159 --> 00:13:07.100
But the story behind the title is just heartbreaking.

00:13:07.620 --> 00:13:09.779
It was named after an old friend and fellow rapper

00:13:09.779 --> 00:13:11.940
who had recently passed away. So he's dealing

00:13:11.940 --> 00:13:14.899
with profound personal grief. Yeah. And then,

00:13:15.220 --> 00:13:18.039
in 2016, his professional home vanishes. Funk

00:13:18.039 --> 00:13:20.580
volume shuts down. Funk volume, the label he

00:13:20.580 --> 00:13:23.500
helped build, suddenly shuts down due to internal

00:13:23.500 --> 00:13:26.120
disputes among the founders. Suddenly, the independent

00:13:26.120 --> 00:13:28.279
infrastructure that supported his rise, you know,

00:13:28.320 --> 00:13:30.159
the people who booked those massive tours and

00:13:30.159 --> 00:13:31.879
marketed those albums, it's completely gone.

00:13:31.919 --> 00:13:34.259
Just wiped out. He's a free agent, but not by

00:13:34.259 --> 00:13:36.759
choice. The machinery he relied on evaporated

00:13:36.759 --> 00:13:39.309
overnight, leaving him entirely on his own. You

00:13:39.309 --> 00:13:41.490
might think losing his label would be the end,

00:13:41.669 --> 00:13:44.409
or at least force a massive multi -year hiatus.

00:13:44.590 --> 00:13:46.549
A lot of artists would quit after that. But look

00:13:46.549 --> 00:13:48.690
at the three -year period following the collapse.

00:13:49.309 --> 00:13:52.029
It became an era of aggressive reinvention. He

00:13:52.029 --> 00:13:53.909
didn't slow down at all. He hasn't just put out

00:13:53.909 --> 00:13:56.070
another album. He builds his own enterprise.

00:13:56.730 --> 00:13:59.649
Literally. He starts his own label, Benton Enterprises,

00:14:00.070 --> 00:14:04.289
releasing Slow Motion Vol. 2 in 2016 as his first

00:14:04.289 --> 00:14:06.909
project under the new banner. He's leveraging

00:14:06.909 --> 00:14:09.330
the fierce fan base he built to fund his own

00:14:09.330 --> 00:14:12.590
ecosystem. That works. In 2017, he drops his

00:14:12.590 --> 00:14:15.789
third studio album, The Mink Coat Killa, intended

00:14:15.789 --> 00:14:18.330
to be a tribute to the Wu -Tang Clan, referencing

00:14:18.330 --> 00:14:21.860
his own Wu -Tang influenced moniker. He is constantly

00:14:21.860 --> 00:14:23.820
working to ensure he doesn't lose an ounce of

00:14:23.820 --> 00:14:26.279
momentum handling the distribution and marketing

00:14:26.279 --> 00:14:29.240
himself. So he loses his label in 2016, but by

00:14:29.240 --> 00:14:32.259
2018 he links up with a still Movin label and

00:14:32.259 --> 00:14:35.080
guys like Dizzy Wright and Audio Push to create

00:14:35.080 --> 00:14:37.419
an entire collaborative album called One Week

00:14:37.419 --> 00:14:39.480
Notice. And it was called that because they literally

00:14:39.480 --> 00:14:41.860
recorded the entire album in just seven days.

00:14:41.879 --> 00:14:43.919
Which is insane. That's not just a guy making

00:14:43.919 --> 00:14:46.759
music. That's an entrepreneur refusing to let

00:14:46.759 --> 00:14:49.340
the machine dictate his timeline or his output.

00:14:49.659 --> 00:14:52.240
And that relentless output, that sheer refusal

00:14:52.240 --> 00:14:55.259
to quietly fade away, eventually attracts the

00:14:55.259 --> 00:14:57.519
attention of the very establishment he initially

00:14:57.519 --> 00:15:00.200
bypassed. Right. It comes full circle. In July

00:15:00.200 --> 00:15:03.700
2018, Benton releases a single called Money Bag

00:15:03.700 --> 00:15:06.840
with Jay Park and announces that his next collaborative

00:15:06.840 --> 00:15:09.919
album, Yuck Fu, is going to be released under

00:15:09.919 --> 00:15:12.860
Roc Nation. Yes, Jay -Z's Roc Nation. The ultimate

00:15:12.860 --> 00:15:15.379
inner circle. And it's worth noting, just to

00:15:15.379 --> 00:15:17.259
bring his discography completely up to date,

00:15:17.679 --> 00:15:20.620
in 2022 he dropped a satirical track titled Nancy.

00:15:20.620 --> 00:15:23.639
Right, featuring the rapper Samson. Yes. It's

00:15:23.639 --> 00:15:26.000
a track centered around former U .S. House speaker

00:15:26.000 --> 00:15:29.330
Nancy Pelosi. Now, as your guides today, we are

00:15:29.330 --> 00:15:31.470
strictly mapping out his timeline. You want to

00:15:31.470 --> 00:15:33.690
be very clear to you listening. We aren't taking

00:15:33.690 --> 00:15:36.070
any political stances or endorsing the viewpoints

00:15:36.070 --> 00:15:38.169
of the track or the politician. Exactly. We're

00:15:38.169 --> 00:15:40.009
just impartially conveying the facts from the

00:15:40.009 --> 00:15:42.629
source material. Right. But it's a factual piece

00:15:42.629 --> 00:15:45.129
of his history that shows his continued reliance

00:15:45.129 --> 00:15:47.789
on shock value and pushing boundaries. Looking

00:15:47.789 --> 00:15:50.269
at that entire timeline, from the funk volume

00:15:50.269 --> 00:15:52.570
collapse to the rock nation deal, you really

00:15:52.570 --> 00:15:55.269
see the mechanics of survival in the modern music

00:15:55.269 --> 00:15:58.240
landscape. So what does this all mean? How does

00:15:58.240 --> 00:16:01.700
an indie artist with no corporate backing survive

00:16:01.700 --> 00:16:05.159
losing his label in 2016 only to drop an album

00:16:05.159 --> 00:16:08.580
recorded in a single week by 2018 and then suddenly

00:16:08.580 --> 00:16:11.080
walk through the doors of hip -hop's biggest

00:16:11.080 --> 00:16:13.480
empire at Roc Nation? This raises an important

00:16:13.480 --> 00:16:15.500
question about what it actually means to be an

00:16:15.500 --> 00:16:18.019
independent artist. Okay, tell me more. Benton's

00:16:18.019 --> 00:16:21.120
entire career is a master class in adaptability.

00:16:21.480 --> 00:16:23.659
Being independent isn't just a business model

00:16:23.659 --> 00:16:26.240
for him. It's a survival skill. He went from

00:16:26.240 --> 00:16:29.059
a scrappy indie label to becoming his own boss

00:16:29.059 --> 00:16:31.639
at Benton Enterprises to signing with one of

00:16:31.639 --> 00:16:33.279
the most prestigious entertainment companies

00:16:33.279 --> 00:16:36.159
in the world. What he proved is that his core

00:16:36.159 --> 00:16:38.759
value didn't lie in his corporate backing. His

00:16:38.759 --> 00:16:41.139
value was his own brand. The audience wasn't

00:16:41.139 --> 00:16:42.960
showing up for funk volume. They were showing

00:16:42.960 --> 00:16:45.700
up for Jaren Benton. I want to challenge you,

00:16:45.840 --> 00:16:48.899
the listener, to view your own setbacks through

00:16:48.899 --> 00:16:52.580
that exact lens. When a project fails or a company

00:16:52.580 --> 00:16:55.720
folds or a relationship ends, it's so easy to

00:16:55.720 --> 00:16:57.840
see it as a definitive ending. Oh, absolutely.

00:16:58.019 --> 00:16:59.980
But what if it's just a mandatory reinvention

00:16:59.980 --> 00:17:02.679
phase? What if the skills you built during the

00:17:02.679 --> 00:17:05.339
failure, the resilience, the networking, the

00:17:05.339 --> 00:17:09.099
raw output, are the exact tools you need to build

00:17:09.099 --> 00:17:12.140
your own enterprise? Benton didn't stop when

00:17:12.140 --> 00:17:14.559
his local scene rejected him, he didn't stop

00:17:14.559 --> 00:17:16.380
when the majors wanted to change his sound, and

00:17:16.380 --> 00:17:18.539
he certainly didn't stop when his label dissolved.

00:17:18.680 --> 00:17:21.160
He just kept recalculating the rap. Perfect callback

00:17:21.160 --> 00:17:24.119
to the GPS. To summarize this deep dive, Jaren

00:17:24.119 --> 00:17:26.240
Benton's journey is nothing short of relentless.

00:17:26.759 --> 00:17:29.960
He started as an alienated kid in Decatur, Georgia,

00:17:30.180 --> 00:17:32.500
listening to Marilyn Manson and Wu -Tang Clan

00:17:32.500 --> 00:17:34.900
while everyone else was focused on the Down South

00:17:34.900 --> 00:17:37.599
sound. He became an independent trailblazer who

00:17:37.599 --> 00:17:39.960
gambled on himself, paid the brutal physical

00:17:39.960 --> 00:17:42.920
cost of that independence on tour, and conquered

00:17:42.920 --> 00:17:46.019
the XXL freshman list as the oldest inductee

00:17:46.019 --> 00:17:50.180
at 32. He survived profound personal loss and

00:17:50.180 --> 00:17:52.640
the sudden collapse of his record label. only

00:17:52.640 --> 00:17:54.559
to build his own company and eventually find

00:17:54.559 --> 00:17:57.240
himself walking through the doors of Jay -Z's

00:17:57.240 --> 00:18:00.640
rock nation. It's an incredible narrative arc

00:18:00.640 --> 00:18:02.539
of resilience, but you know, it leaves me with

00:18:02.539 --> 00:18:05.859
one final, perhaps slightly provocative thought

00:18:05.859 --> 00:18:09.359
for you to mull over today. Jaron Benton built

00:18:09.359 --> 00:18:12.160
his entire identity on being the outsider. He

00:18:12.160 --> 00:18:14.859
was the guy who rejected the major labels, the

00:18:14.859 --> 00:18:17.579
guy who ignored the regional sound, the outlier

00:18:17.579 --> 00:18:21.039
who forced his way in on his own terms. But what

00:18:21.039 --> 00:18:23.859
happens to an artist's creative drive when their

00:18:23.859 --> 00:18:26.900
specific brand of rebellion eventually gets co

00:18:26.900 --> 00:18:29.319
-opted and rewarded by the establishment? Oh,

00:18:29.359 --> 00:18:31.920
wow. When you sign with a behemoth like Roc Nation,

00:18:32.440 --> 00:18:34.960
can you still be the ultimate outsider when you're

00:18:34.960 --> 00:18:37.339
suddenly invited into the ultimate inner circle?

00:18:37.460 --> 00:18:40.640
Oh man, that is a fantastic question to leave

00:18:40.640 --> 00:18:43.240
off on. How do you keep the edge when you finally

00:18:43.240 --> 00:18:45.359
won the war? Yeah. We'll leave you to think about

00:18:45.359 --> 00:18:47.000
that one. Definitely something to think about.

00:18:47.180 --> 00:18:49.200
Thank you so much for joining us on this deep

00:18:49.200 --> 00:18:52.259
dive, navigating the off -road map of Jaren Benton's

00:18:52.259 --> 00:18:54.920
career. We warmly invite you back for our next

00:18:54.920 --> 00:18:58.059
exploration. Until then, keep questioning the

00:18:58.059 --> 00:18:58.220
road.
