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Now, as I look to potentially start a job where a sports coat and tie is normal daily wear, I wonder what basic items are considered a "must." For example, should I purchase a standard navy blazer to wear in place of my double-breasted one?
What's the job exactly? Will you be supervising anyone? Will you be meeting with customers face-to-face?

As far as blazers/sport coats are concerned, I guess you should have what I consider the core: a single-breasted navy blazer, and at least two sport coats: a black-and-white herringbone, and a dark brown or medium brown herringbone. Then, over time, add a primarily brown glen plaid and a district check.

Regarding trousers, don't limit yourself to khakis. Have in your wardrobe a decent supply of wool trousers: a couple of shades of grey flannels, and grey and tan gabardines and tropic weights.

Neckties: Start out with two solid ties--both gabardine--one navy, one burgundy. And three ties with stripes--an Argyle and Sutherland; a Brooks Brothers #1 (black and white diagonal stripes on a burgundy background); and one with gold diagonal stripes on a dark blue background. The aforementioned ties are the most versatile.

Are there any rules about how often you should wear the same sports coat?
No rules; play it by ear. You don't want to be known as "the guy who always wears the [fill in the blank]." My feeling is that you should have at least 5 jackets so that you don't wear the same one more than once a week. But people probably won't notice or care if you have only 4 jackets in your rotation.
 

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What is a good spring/summer jacket? That might be the weakest area for me.
You should go to the O'Connell's Clothing website and do some window shopping. Even if you don't plan on buying anything, the website is perfect for you because it divides the sport coats into categories such as "spring-summer," "fall-winter," "year 'round," "Harris tweed," etc. Click on "spring-summer" and you'll get plenty of ideas for what sport coats to wear during those seasons. (O'Connell's has 60 sport coats in that category alone. A lot of them are on sale right now.)
 
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