Reason #1 – Practice
You have to make dressing sharp a habit. Habits are effortless because we no longer are thinking about what we are doing. No willpower required!
Reason #2 – Fit Equals Comfort
Well-fitted clothing is comfortable. It allows freedom of movement and reduces hot-spots in tight areas. Well-made clothing also uses better quality fabrics which is made to breathe against the skin.
Well-fitted clothing can also make you appear healthier even if you’re not in great shape. Well-cut jackets & trousers can create an artificial masculine silhouette by building up the shoulders and making your chest more pronounced – even when you’re packing 50lbs around the gut.
Poorly-fitted clothing is restrictive & makes you look worse/exaggerates abnormal features you might want to downplay – like that aforementioned gut!
Reason #3 – Environment & Occasion
I’m a custom clothier who owns an information site about style – if I wore a t-shirt and jeans I would create a disconnect with my brand.
Dressing “sharp” does not mean dressing in a suit – it means sending the right signal with your appearance.
Reason #4 – Compliments
During the conference I received about 10 compliments a day – from my pocket squareto my boots to the fit of my jacket. Each and every one of them felt good and reinforced the message I was looking to send.