The Wrath of Caan

Nice guys do finish last. 

I had the pleasure of dropping by Michael Toschi‘s worldwide HQ a couple times of this week. On Monday, while talking to the West Coast sales rep, I noticed his shoes: the Caan. The shoe has been around for a year now, but I had never seen one in person. He mentioned that, despite some smart currency hedging, Toschi shoes would see a price increase effective July 1. The Caan’s would be selling for a staggering $725. 

On a second trip down there, another employee asked to do a little barter. A Mulholland duffel bag in exchange for a pair of sample shoes since I happen to be the sample size: size 9. Amongst the 40 or so sample shoes to choose from, there was a pair of black Caan’s with orange contrast-stitching. In need of a pair of sleek black dress shoes (I have every shade of brown ever made at this point), I slipped them on.

While I own dozens of Toschi shoes, never before had one gripped my foot the way the Caan did. I learned that is because it is one of the few unlined shoes they make. The leather felt extremely supple, and more importantly, form-fitting to my foot. At that point, MTI’s President started telling me about the shoes. They use a very special Italian leather. They are double-dyed, meaning that the underlying leather is dyed completely orange, and then coated again in black so that the lining of the shoe exposes just a little hint of orange. It is not often that I am blown away by a Toschi shoe only because I take them for granted at this point, but I was genuinely thrilled to have found the Caan’s. 

Later that day, the phone rang. One of our best customers was having a birthday, and his family wanted to get him a gift. Knowing how much he loves Toschi shoes, and that he is also a size 9, I mentioned the sample selection and offered to pick him up a pair later in the week. But they needed it that night. I offered the Caan, knowing that I could tell him about the other shoes, and convince him to pick out another pair that would suit his needs — maybe something in burgundy or brown, maybe a new style not even out yet like the Berta Monk or Luciano, maybe something casual; anything but the Caan.  

Later that night, the phone rang. "Never in a million years should you have assumed you would get those shoes back," he said after opening the gift. It is probably the last time I will ever talk to him, and will surely be the last pair of Toschi’s he ever gets from On The Fly. That is the wrath of Caan.  

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Wingtip Founder & CEO, Ami Arad is the quintessential modern gentleman. He has distinctive taste, an eclectic style, and dresses for every occasion. Ami developed his vision for Wingtip at a young age; even back in high school where four years of speech and debate meant weekends wearing a coat and tie, he was in his element. Years of working in upscale men’s clothing stores and socializing in cigar shops, coupled with his entrepreneurial spirit, inspired Ami to develop Wingtip, a men’s specialty store and private social club.


  • Being that I am now the proud owner of the Caan, I wanted to request a correction to my quote. It was more like, “Never in a million years should you have assumed you would get those shoes back, and I may never wear them around you for fear of you tearing them off of my size 9 feet.” Doesn’t the saying go something like, ‘Seller beware?’
    Seriously, the shoes are painfully awesome. I own a pair of handmade V.K. Nagrani slippers that i got from On the Fly, which I wear in the office; I now hesitate in taking off my Caans in the morning when I arrive due to their extreme deliciousness.

  • Ami,
    Just from that tiny thumbnail picture these shoes look amazing. Considering how much I love the other Toschis I got from you I can’t even imagine these fitting better.
    Now maybe if I can do some smart currency speculation I’ll be able to pick them up soon…

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