Jake Woolf @jakewoolf
Homemade Haute Takes™ are my own, but there are enough to go around jakewoolf.substack.com Joined April 2009-
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A lot of yall would tag AIPAC if it meant you got to post your little US Open stadium IG stories lol
Fit dispatch from Milan Not enough characters for full credits so ask me to ID in replies and I will
With the US open in full swing, here’s Andre Agassi on Letterman in 94 in an incredible denim on denim fit consisting of an Oakley logo cap, stonewashed work shirt and jeans, and black leather cowboy boots—all of which is punctuated by some next level shoulder length flow
One of my favorite fun facts about Giorgio Armani is that he didn’t start his brand until he was 40. So all of you 34 year olds out there having an existential crisis about where your life’s at, just know you can say fuck it and follow your dreams whenever you want RIP 🐐
As tariffs drive up the price of everything, I can’t help but think that it will do nothing but encourage people to buy worse clothes that now cost as much as slightly better products used to The reality is, the vast majority of customers are motivated by price first when it…
Together, these three fits from Jacob Elordi send a clear signal that the market on ultra baggy pleated pants has peaked. Futures in this sector are softening. This is not financial advise, but personally I’m offloading shares in anticipation of the impending price drop
I love how both Giorgio and Ralph have reached points in their lives where shoes literally don’t mater anymore beyond being comfortable. Ironically—or simply by virtue of *who* is wearing them—it ends up looking sick as hell
I’m heading to Italy today for the third time this summer. Here’s every single clothing item I packed, including: - Oxford shirts - jeans - loafers - hats & more! Get the full breakdown at the link in bio
For the third time this summer I’m heading to Italy, which means it’s time to once again pack my bags. Tomorrow, I’ll be dropping a guide to what I’m bringing on my substack. And just to up the ante this time, I’ve decided all of my belongs are going in a carry-on suitcase.
Express Men doesn’t sell a single pair of jeans that are 100% cotton It’s all either cotton/spandex or cotton/rayon. It baffles me when companies make “loose” jeans with synthetic (or semi-synthetic in case of rayon) fibers as if the loose fit wasnt enough “comfort” on its own
Trump heard SSENSE is going under and couldn’t take the fact that because of his own actions he will no longer be able to cop Rick at 80% off
Is the G-Wagon basically the Birkin bag of cars? - insane waiting list - allocation only to top customers - the most obvious “status symbol” purchase a person can make - undeniable quality and long term utility
I may stylistically be reverting back to my 2010 self which is either self actualization or a mid life crisis
There won’t be a second date, but at least she knows that J.Crew mislead consumers into believing their Vans collab campaign was real when it was in fact AI, and how this has potential industry-wide ramifications for creatives
Your boy was absolutely DIALED with the combos at Drakes this afternoon

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