#TBT: That Time Kendrick, Wiz Khalifa, J. Cole, Curren$y And More Performed At Our ‘Bootleggers And Tastemakers’ SXSW Showcase

03.13.14 3 years ago 17 Comments
Peckerheads Outside 900

This past weekend I took a trip to SXSW Interactive and as is usually the case in Austin, walked a lot. While walking, I passed by the now-infamous Peckerheads. I’m not going to lie to you guys: I damn near shed a thug tear.

Peckerheads housed some of my favorite all-time memories as it was the hub for the Grand Ole Party Of Bootleggers And Tastemakers. We had everyone from B.o.B. to Yelawolf to Kendrick Lamar and, yes, even Macklemore perform there all right when they were on the cusp of mainstream success.

No matter who these artists all ended up becoming, Peckerheads was where they came to kill it and hone their craft. So, as we reminisced on our favorite moments, we decided to share them with you. If you were lucky enough to attend, drop a few of your favorite memories in the comments. In the meantime, here are ours.

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KiD CuDi & 88-Keys At SXSW 2009

If anything epitomizes just how accessible artists were in 2009 before SXSW truly blew up, it would be this interview. I was just walking around outside of Peckerheads, taking a break, when I saw Kid Cudi just standing around. Naturally, I walked over (with a freaking camcorder I had…talk about ancient) and grabbed some words from him and 88-Keys. Speaking of: Death Of Adam is still damn near perfect.

Currensy & Mistah F.A.B. At SXSW 2009

Here’s another random one, outside of the event. Good thing we actually started getting film crews, huh?

Curren$y “Modern Day Hippy” At SXSW 2009

Spitta was early on the bill, which he was totally fine with. The most memorable part: the first and most repeated phrase Curren$y asked when he came in Peckerheads, “We can smoke in here, right? They cool if I smoke, right?”

Charles Hamilton Medley At SXSW 2009

Oh, where for art thou, Sonic? If I’m not mistaken, that’s DJ Skee manning the wheels for Chuck Ham.

Blu & Exile “No Greater Love” At SXSW 2009

“No Greater…” is one of the best songs created in the blog era. Hearing and seeing it performed life was very much like a spiritual event.

Our First Headliner: B.o.B

Before Bruno Mars. Before the songs with Miley Cyrus. Before goddamn Atlantic Records, there was B.o.B. aka Bobby Ray – an exceptionally talented guy with a piano and a live band. He was our first headliner and I honestly can’t imagine it going any other way. By the by, whatever happened to Alien?

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J. Cole “Grown Simba” At SXSW 2010

Young Simba working towards his crown.


Eightball and MJG Introduce Pill At SXSW 2009

Yeah, so Eightball and MJG definitely showed up and it was freaking awesome. The biggest takeaway I have looking back on it is how pumped Trackstar was to play the stage for them. Now, Track is a freaking celebrity and s***. Go figure.

Pill “Trap Goin’ Ham” At SXSW 2010

We all already know how big this song went on to be, but look at how there’s only a handful of people reacting to it during this performance. The one tall, lightskinned dude looks very familiar.

YelaWolf – “Pop The Trunk” At SXSW 2010

Yelawolf performed at the GOP at like 2:30 in front of a crowd that was still trickling in and he may have had the best set.

Wiz Khalifa And Curren$y At SXSW 2010

Right as both of these guys were set to peak, they were seen as a rap Cheech & Chong.

Freddie Gibbs “Slammin” At SXSW 2010

Before Gibbs gained a foothold and a fanbase, he was just Freddie. We knew how dope he was and a few people in the crowd did as well. He would come back the next year in full-blown mode where everybody knew him and he tore the stage to pieces with a backing band.

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Mistah F.A.B. Freestyling In The Street At 2AM At SXSW 2011

Technically this wasn’t inside Peckerheads but it was amazing to witness. The full story can be read here but I don’t know too many artists who made more new fans out of people he met in person than Mistah F.A.B. He was just a regular dude every year he showed up, kicking freestyles on 6th Street and just embracing all of SXSW. Gotta respect that.

Kendrick Lamar – “Michael Jordan” Live At SXSW 2011

I’ve never feared for my life at a rap show before. Well, except for the time K. Dot performed “Michael Jordan” at Peckerheads. No, nobody was getting violent but f*** if I didn’t think the damn floor was going to cave in. Still gives me chills to see this video.

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