Sharp Dressed Man

Sharp Dressed Man was founded by the Baltimore Fashion Alliance in 2012 to support men re-entering the workforce. Often a nice suit and appropriate business attire is the last hurdle for low-income men who have worked and trained to begin a career or re-enter the workforce. Sharp Dressed Man collects gently worn suits & business attire and distributes them to men in need.

Sharp Dressed Man representatives showing where HTOTH attendees should put their money


Sharp Dressed Man was selected by the OLS executive committee as one of five (5) non-profit beneficiaries at High Tide on the Harbor. Hosted by War Horse Cities & Swim Club, HTOTH served as both fundraising and engagement event, affording each non-profit the opportunity to actively engage OLS members and guests with its mission while competing for a $3,000 cash prize.

Upon entrance to High Tide on the Harbor, each attendee was given $25 in play money to purchase drinks from the open bar. Each time an attendee “purchased” a drink with his/her play money, his/her money would be placed in the non-profit’s bucket of his/her choosing.

Tailor and Sharp Dressed Man founder, Christopher Shaffer, sharing photos of impact a ‘sharp dressed man’ can make in re-entering the work world.

But how do you decide who to put your money on with all these great causes?

At HTOTH, each group  received a cabana to be decorated for their cause and engaged with attendees over specific game or activity that related to their cause.  In the case of Sharp Dressed Man, attendees were taught how to properly measure for a suit and were given the “tools of the trade.”

To learn more about Sharp Dressed Man or get formally involved with their outreach efforts, please visit the Sharp Dressed Man website or contact us and we will facilitate an introduction.