The Working Man's Dressing

When it comes to building a functional wardrobe, the first thing a guy must do is assess his lifestyle. Does he need to wear a suit every day? If so, then he will need several suits.
Is he in a more casual setting at work? If so, then perhaps he needs more khakis or jeans than trousers or suits.
No matter what his particular situation though, there are things every man should have in his wardrobe. Be it a board meeting, or a casual get together, he needs to dress aptly for the occasion.
Here are some essentials that have to be there in a working man's wardrobe.

A Suit (Navy or Gray)

Even if you only need a suit a couple of times a year, you're glad to have it on hand when those occasions arise. Navy or gray suits are classic and neutral and can be dressed up or down. You can even wear the blazer with khakis or jeans. This is an item worth spending some money on.

Black Shoes and Belt (Brown can be an add on)

These can be worn with khakis, jeans and your suit. This is an essential combo. Before buying brown, get black. I think you will find you get more mileage out of them, especially when attending more formal or evening functions.

White Dress Shirt (Good for Day and Night Occasions)

White dress shirts look good on just about everybody. They look sharp and are versatile but should not to be worn as a casual shirt. Also read the Dos and Don'ts of Wearing a Shirt.

Solid Tie

Solid ties are easy and versatile. If solid isn't your thing, try a classic diagonal stripe. Having several tie patterns on hand will ensure you are prepared for interviews, weddings and evening events.

Scarf – A style Statement

Silk will do an elegant evening moment. And a wool silk blend is right for a board meeting.
Cufflinks – They may be small but cufflinks speak volumes about your style sense. It adds so much class and polish to your look. Board meeting or a n evening occasion, suits all purpose.

Blue Blazer

A blue blazer is good for all year round and easily coordinates with khakis and other items. If that bores you, try a tweed sport coat but also keep in mind that tweed is really only useful in fall and winter. Either way a blazer or tweed sport coat holds a look together.

Khakis and Jeans

No explanation necessary here. Jeans are a staple of the any wardrobe. Khakis are the same.

Overcoat

An overcoat doesn't necessarily mean a long coat. It also means 3/4-length or car coat length. This item really finishes an outfit and can be worn with everything including jeans. And everyone needs a coat in winter, right? Well, maybe not if you live in places like Phoenix or San Diego.

Briefcase

A briefcase does not necessarily mean a hard case. It can be soft, or messenger bag style. In a man is has to carry files and other documents, this is an essential.

Casual shirt

A casual shirt such as a polo or button down is a must have to wear with jeans or other casual pants.

Deconstructed suit

A deconstructed suit is great because it has a relaxed look but is pulled together. Also, the pants and blazer can be worn separately.
A word of advice: Start simple and expand according to lifestyle. Classics don't mean boring.