This successful entrepreneur has an incredibly casual work environment so jeans and sports garb were common office attire. As he began serving on numerous city boards and running for council, he wanted to step up his image for the increased community visibility.


Helping this client realize that ‘stepping up his image’ would not mean wearing uncomfortable clothes. Getting him out of his day-to-day tennis shoe routine. After all, tennis shoes should only be seen when going to and from the gym or a sporting event!


Finding separate pieces that were casual and comfortable but were a tad dressier than the clothes he normally selected. I found dark washed jeans that he could pair with a nice shirt and even a sport coat, if necessary, for board meetings. Also, dark green and brown jeans that had a bit more edge than blue jeans when paired with a sport coat.

I found incredibly stylish shoes that had tennis shoe soles and similar fit and feel but were constructed in dark brown leather.

*Please note: This photo was taken during shop phase and before tailoring and alterations.