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Meet Jennifer Mahoney of A Sharp Dressed Man in West Town

Today we’d like to introduce you to Jennifer Mahoney.

Jennifer, can you briefly walk us through your story – how you started and how you got to where you are today.
My passion for fashion has given me the opportunity to experience nearly every aspect of the men’s fashion industry, over the past 20 years. I’ve tried my hand at buying and selling clothing to retailers and at designing garments for brands, but it wasn’t until I began working with the men who wear the clothes that I felt like I had found my niche. I started A Sharp Dressed Man in 2012 after a lifetime of sympathetically looking at men knowing what their better-dressed selves could be.

At A Sharp Dressed Man, I work one on one with men of all shapes, sizes, ages, and styles, offering services like shopping for everyday clothes or for special occasion wear, closet edits to help men get the most out of their existing wardrobe, and custom clothing assistance to provide advice on specialty fabrics and a garment’s proper fit.

I also work with corporations, offering dress code and fashion trend presentations and personal shopping for employees. At the end of a recent engagement, employees got to show off their new clothes to their colleagues at a company fashion show. It was a fun way to learn about do’s and don’ts of the company’s updated policy.

My extensive background in fashion and business sets me apart from other stylists. Each client benefits from my knowledge of the proper quality and fit of a garment. I’ve also been told that clients love my direct and honest approach. I don’t waste time with clothes that don’t fit, aren’t the right color or style, or aren’t appropriate for my clients’ age. I get right down to business, finding the perfect items that complement each individual’s style, body type and budget. I believe that you don’t have to spend a fortune to look your best.

After 5 years of running A Sharp Dressed Man, I am pleased to say that I have all 5 star reviews on Yelp and have helped dozens on men confidently dress for first dates, promotions, and special occasions. And dare I say they might have even enjoyed their shopping experience.

We’re always bombarded by how great it is to pursue your passion, etc – but we’ve spoken with enough people to know that it’s not always easy. Overall, would you say things have been easy for you?
Running your own company means doing every aspect of a business including finance, marketing & sales. My strengths lie more in working with clients one on one and not in marketing and website design, so I often meet these challenges by seeking outside experts for help.

So let’s switch gears a bit and go into the A Sharp Dressed Man story. Tell us more about the business.
A Sharp Dressed Man is a full service style agency for men. I offer closet edit, personal shopping, custom clothing assistance, help with wedding attire and corporate image consulting/presentations.

My philosophy is that since my clients are already spending money on my services, I try to save them money on clothing purchases, by shopping at discount stores or for items on sale, so that they are getting both an expert opinion, as well as a larger quantity of quality garments.

I am most proud of how my company has grown in 5 years and how many amazing client reviews I have received on Yelp.

I think that A Sharp Dressed Man is very unique in 2 ways.
1- It is the only styling company in Chicago that works exclusively with men.
2- Most other stylists do not have a fashion degree, nor do they have 20 years of experience in the clothing field.

Has luck played a meaningful role in your life and business?
It seemed more like bad luck at the time, when the last company that I worked for decided to close their Chicago office, but it was the push I needed to finally go out and create my own company.

Contact Info:


Image Credit:
The Assurance company for their corporate pictures of Jennifer and their employees.

Getting in touch: VoyageChicago is built on recommendations from the community; it’s how we uncover hidden gems, so if you know someone who deserves recognition please let us know here.

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