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You Have $1,000 for shirts

TPX99

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Late 30s guy who wants to drop roughly $1,000 on shirts toward a revamped wardrobe. I’d like the following:

—One or two shirts that could go with jeans under a casual navy blue sports coat
-One or two shirts that would go with slacks
-Maybe shirts that would go with both jeans and slacks?

What’s your strategy in terms of style, color, material?

I’ve started looking at Proper Cloth and the options are a tad overwhelming.

What’s your strategy?
 

Mujib

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Strategy: stick to the basics.

OCBD: blue
OCBD: white
Spread collar poplin: blue
Spread collar poplin: white

If there’s money left, the same with stripes.
 

TheIronDandy

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I'm assuming that I would end up with 8 shirts from that budget (based on average prices from shirtonomy.com, where I get my shirts):

2 white oxford cloth button downs (one with brown horn buttons, one with mother of pearl)
1 blue-striped OCBD (MoP buttons)
1 denim shirt with a spread color (MoP buttons)
1 white button down linen shirt (horn buttons)
1 tobacco button down linnen shirt (horn buttons)
1 wheat heavy oxford shirt (as an overshirt)
(1 flannel shirt in a subtle pattern - shirtonomy doesn't carry them, and they're not in season as it's a warmer winter shirt)

With the use case you suggest, I would stay away from poplin shirts: the weave is a classic business weave, and wearing them with slacks or denim gives a horrible "business casualty" look. White and striped oxfords are still formal enough to go with a sport coat, and they bridge the informality of denim and the formality of the jacket much better than poplin. Oxford and linen also work without ironing if you let them hang-dry; heavy oxford cloth rumples a bit but not nearly as bad as poplin, and linen is suppose to be a bit messy.

(I don't personally wear flannel shirts, but I acknowledge that they're very practical in more casual looks).
 

Mr Tickle

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Are these shirts for work or for hanging out with your kids in the park at the weekend? And where do you live?
 

Bankers_Stripes

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I'd buy white shirts, either spread or cutaway collars. Probably a mix of button cuff and french cuffs.
Also a light blue shirt to mix it up, and a white shirt with blue stripes (one of my favorites).
Also a blue shirt with contrasting white collar and contrasting white French cuffs for when I want to channel my inner Gordon Gekko, ha.

My go-to shirt brands are RLPL and Brioni.
 

HongKongGent

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I'd go semi spread or spread collar and 1 x white, 1 x black, 1 x light blue, 1 x pale pink. And if you have any money left and need it for work purposes then pick up a white one with french cuffs too.
 

omnicognosco

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If you fit Spier sizes, 1k goes a long way in shirts.

Generally, I suggest 7 is generous to begin:
1 White OCBD
1 White Spread Collar
1 Blue OCBD
1 Brushed Flannel, neutral tone (blue?)
1 Brushed Plaid Flannel
1 Linen shirt, light color
1 Patterned shirt, something summery
 

babybeluga

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I would buy fewer higher quality shirts around the 100-150$ price point. Let's assume 125 and go from there and stick to just blue and white to increase versatility.

1 Blue OCBD
1 White OCBD
1 Blue spread collar
1 White spread collar
1 Blue/White Stripe spread collar
1 Blue chambray
1 White linen
1 brushed cotton
 
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