L.E.S. Businessman – Michael Chernow

May 15th, 2013

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2. Classics w/ a Twist


More menswear classics here (pencil stripe shirt, nautical sweater, slim chinos) with some personal twists (amber shades, buttoned collar, revealed tats, limited edition sneaks).

“This outfit is simply comfy. I love throwing a sweater over a button up, especially when it has some life to it. I’m not typically a light blue shirt & dark blue sweater guy…I like to keep it a little funky.”


“I love this Uniform Wares watch that I recently got from a shoot I did with Mr. Porter. Simple but stylish.”


You know you’re doing your damn thing when you have your own edition of Vans.

“The sneakers I am wearing are The Meatball Shop x Vans collaboration jammy jams… I pushed for a year to have these made, so pumped about them. They are available on themeatballshop.com.”


  • Sunglasses by RAEN
  • Blue Striped Vintage Button up by Levi’s
  • Navy Striped Sweater by J.crew
  • Watch by Uniform Wares
  • Khakis by Filippa K
  • The Meatball Shop x Vans Sneakers by Vans
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  • Big Jon

    Cool personal style and a limited edition sneaker line? That is fist-bump worthy.

  • Jonathan

    One of my favorite post. The style is young and fresh I can see myself in all of those outfits. My new style ICON besides WES!

  • http://undefined Michael F


  • Joe

    I wonder how exactly one gets limited edition Vans made for their business. Dan, I have to say I love your site. You and the team have inspired me to change up my style game. As a student transistioning to college, I would say this is the perfect time to do that. Keep it up!

  • Gazman

    If it’s warm enough to go sock-less, why wear a desert boot?

    • Martin

      Maybe he likes wearing desert boots…

      • http://tsbmen.com Dan Trepanier

        Or he’s wearing low-cut socks…Gazman is a very rigid thinker

        Thx Martin

        • John Crossley

          Desert boots are great for spring and summer. Mine are more comfortable than some sneakers I own.

    • Daniel

      Desert boots were designed for the desert.

  • Steve

    TSB x TMS. It’s got a nice ring to it.

  • http://storniman.tumblr.com Alex G

    Where do you get Retrosuperfuture sunglasses in NYC?

  • Nick

    The best part of this post is how you presented the narrative and made it work with the photos. Great outfit and shots but even better picture of his style life.

  • cam

    your style is very nice michael but i am much more impressed by your story from the video on mrporter….incredibly inspiring stuff….all the best

  • TO

    For those who haven’t seen Mr. Chernow’s video with Mr. Porter, it is definitely worth a watch:


    Really cool feature, dig the Vans!

    • John Crossley

      Great video, shows how hard work pays off in all areas of life.

  • Kiel

    I really like those chinos. Perfect fit.

  • Jack

    This guy is everywhere. Great style. Effortlessly cool.

  • John

    Great style! Look #1 seems a bit more casual than business casual, but who said that’s a bad thing?

    The Scandinavian brands (nudie, acne etc) are indeed awesome.

    • http://tsbmen.com Dan Trepanier

      Not me.


  • Tom

    Is the owner of this site still friends with the Die, Workwear author? How did you feel about that old post “Trepanier’s Style Intervention” which made the menswear rounds a couple years back?

    • http://tsbmen.com Dan Trepanier

      I’ve never met the author of that website. Got a kick out of that post tho!

      My reaction to it on May 11th 2011: http://tsbmen.com/20392/5619347649/

      Thanks for reading Tom.

  • Ryan Reshad

    Whats the cut number on the Levis?

    • Brooks

      They look like 511s, but I’m not 100% sure.

  • Tom

    Gotta give a shout-out to the founder of TMS.
    Good meatballs, great style!

    • John Crossley

      It’s difficult working right down the street from The Meatball Shop. I’m in there twice a week for lunch now. Great meatballs.