One cornerstone piece, $200–300. Four looks built off it, at cheaper price points each time. By the end of the month you've got a wardrobe, not just an outfit.
Steve McQueen in The Great Escape, 1963 — tan military trousers, navy crewneck, brown work boots
Steve McQueen — The Great Escape, 1963
The Cornerstone
Brown Leather Work Boot
A great boot does what no sneaker can — it closes the gap between casual and dressed without trying. Buy once, wear for a decade.
Thursday Boot Co.
Captain Boot in Cognac
~$199
Shop Thursday Boot Co. →
01 The Great Escape Full look ~$334
Cornerstone
Thursday Boot Co.
Captain Boot in Cognac
~$199
Shop →
Bearbottom
Stretch Chino Pant — The Khakis
~$70
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Champion
Reverse Weave Crewneck in Navy
~$65
Shop →
Look 01 — The Great Escape
Total first investment: ~$334
02 City Mode New pieces ~$80
Cornerstone
Thursday Boot Co.
Captain Boot in Cognac
already own it
From Look 01
Bearbottom
Stretch Chino Pant — The Khakis
already own it
Bonobos
Stretch Oxford Shirt in White
~$80
Shop →
Look 02 — City Mode
New spend this week: ~$80
03 The Layer New pieces ~$160
From Look 01
Bearbottom
Stretch Chino Pant — The Khakis
already own it
ASOS
Harrington Jacket in Olive
~$70
Shop →
Converse
Chuck 70 Low Top in White
~$90
Shop →
Look 03 — The Layer
New spend this week: ~$160
04 Dressed Up, Still Him New pieces ~$125
Cornerstone
Thursday Boot Co.
Captain Boot in Cognac
already own it
Uniqlo
Supima Cotton Crew T-Shirt — White
~$25
Shop →
Quince
Cotton Pique Knit Blazer in Navy
~$100
Shop →
Look 04 — Dressed Up, Still Him
New spend this week: ~$125 — Total wardrobe built: ~$699