I finally got my own awkward hug!
Yep, that’s me on the left. Notice how Justin doesn’t go all the way in. He’s wary. Listen to me chatting with Justin about the Chicago craft beer scene. Thankfully, he didn’t berate my for quitting on this blog.

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@awkwardhugswithjustin
I finally got my own awkward hug!
Yep, that’s me on the left. Notice how Justin doesn’t go all the way in. He’s wary. Listen to me chatting with Justin about the Chicago craft beer scene. Thankfully, he didn’t berate my for quitting on this blog.
We’re guessing young Justin Kaufmann was a bit bummed former White Sox and Cubs player Steve Trout didn’t come a little closer on this hug.
NEW BACKDROP ALERT!
These dudes are SERIOUS! I wonder how long they spent deciding on this thinking man’s pose. By the way, this is Justin’s media correspondent, Scott Smith. You can follow him on Twitter at ourmaninchicago (clever!).
We’re digging this. Bau Graves of the Old Town School of Music clearly told Justin there was no way he was hugging him.
We find ourselves dreaming of the day we can stop this blog when Justin takes less awkward or better composed photos. We’re kind of worried we’re trapper for eternity. Chicago composer Kimo Williams.
Now this would be a lovely photo... if it was cropped. These are some ladies named the Fug Girls.
As bad as the nighttime photos are in this spot, the sunlight photos might even be worse. C’mon Pete Zimmerman! FM Supreme discusses the Chicago International Youth Peace Movement Conference.
Ra Joy of the Illinois Arts Alliance advocates for arts funding in Springfield. Side note: Bruce Rauner is a dick.
Sports historian Jack Silverstein joins Justin to discuss the NBA Finals. Are we crazy or does Justin have a bit of a Talking Heads “Stop Making Sense” look in that shirt?
We’re sad when Justin goes all in on the hug and his guest doesn’t show the same love back. Colin McMahon from the Chicago Tribune (who was previewing the Printers Row Book Fair), please do better on your next visit.
We’re thinking it would have been cool if they were both hugging the guitar. Just sayin’.
This is Gerry Hundt’s Legendaru One-Man-Band.
Hey it’s Steve Gadlin, that crazy cat guy from Shark Tank. This is a nice hug. These guys look like they like each other.
Whoa... hold on... WHERE IS THIS? Is this in an executive’s office at WGN Tower? We’re so flustered we almost didn’t notice the huge gap between these guys. Oh, by the way, this is Steve Bertrand who was inducted into the WGN 2015 Walk of Fame. Anyone who had to work with Ditka deserves awards in our opinion.
Chicago writer, Cristina Henriquez, author of “The Book of Unknown Americans”
We can’t decide which side is Justin’s better side. Thoughts?
Army veteran Tom Pritchard shares a hug with Justin.
Jim Kirk, Publisher and Editor-in-Chief of the Chicago Sun-Times joins Justin to discuss the state of newspapers and to take an awkward, poorly lit photo with the radio host.
Andrew Barber of the hip hop website Fake Shore Drive joins Justin to discuss Chicago hip hop and share an awkward hug.
Speaking of hip hop, you should listen to the Donnie Trumpet record.