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The Origin Story

At the sight of a sweat-drenched D.C. staffer running into a meeting, the same thought that sparked a democracy also rattled around in our founder’s head: there has to be a better way. That better way was the Leeward. The best damn dress shirt.

It all starts with the fabric.

No one (and we mean no one) makes a better performance dress shirt. By combining the perfect blend of fibers with modern silhouettes, we’ve created clothes that look great and feel even better. Imagine wearing your favorite athletic wear to work. That’s what our dress shirts are like.
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VERSA SS POLO 050725
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VERSA SS POLO 050725

$29.99
$29.99 $98.00
ELLIS OXFORD NO TUCK 120825
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ELLIS OXFORD NO TUCK 120825

$138.00
$138.00
LEEWARD DRESS SHIRT 050725
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LEEWARD DRESS SHIRT 050725

$138.00
$138.00
VERSA POLO 021025
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VERSA POLO 021025

$29.99
$29.99 $98.00
LEEWARD DRESS SHIRT 010725
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LEEWARD DRESS SHIRT 010725

$138.00
$138.00
LEEWARD SS MEDALLION 051226
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LEEWARD SS MEDALLION 051226

$128.00
$128.00
ELLIS OXFORD NO TUCK 0324
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ELLIS OXFORD NO TUCK 0324

$138.00
$138.00
PORTER SS SHIRT 033126
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PORTER SS SHIRT 033126

$138.00
$138.00
LEEWARD SHORT SLEEVE 070825
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LEEWARD SHORT SLEEVE 070825

$118.00
$118.00
LEEWARD SHORT SLEEVE 041125
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LEEWARD SHORT SLEEVE 041125

$118.00
$118.00
LEEWARD MINI PLAID 042826
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LEEWARD MINI PLAID 042826

$158.00
$158.00
VERSA POLO 022326
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VERSA POLO 022326

$108.00
$108.00