Jake Woolf

Talking to clothing designers is a great way to learn about how garments are made—for example, how certain fabrics create a particular drape, or what construction techniques are needed to bring quality pieces together. In fact, most of what I know today about clothing manufacturing has come from these kinds of passionate makers who sweat the details and have been kind enough to share their expertise with me.

Is July too late to declare there to be, as far as style is concerned, an unofficial Color Of Summer 2026? I say no, and not only because this is my blog and I make the rules here. For starers, I’m writing this today as a kind of a mini protest against the fashion retail sector’s constant season-pushing. It just started to get hot outside, and already my feed is filled with news of sales and fall new arrivals.

It’s hard to believe that it’s July and over half of 2026 is officially over with. It genuinely feels like yesterday that I was freezing my ass off and bundling up in 16 layers each morning to walk my dogs. Time flies when you’re making content, or something, but the arrival of mid-year presents the perfect opportunity to look back at where I’ve been wardrobe wise over the last 6 months.

I’m writing this as my window unit A/C blows fresh, frigid air directly on me in my New York City apartment, which I say simply to express gratitude for its existence. I spent the last two weeks in Milan and Paris, which experienced record high temperatures and made getting around town—more so in Paris than Milan—one of the most uncomfortable, sweatiest experiences of my life.

This post is in partnership with Ralph Lauren. All opinions are my own. It is FREE to read for all subscribers. Hello there! This post is coming to you live from a hotel room in Milan, where I arrived earlier in the week to attend the Spring 27 collection of Ralph Lauren (both Purple Label and Polo). I’ll keep it real with you: this has been more or less a dream week for someone (read: me) who more or less worships at the altar of Ralph Lauren.

Last year, I wrote an entire post about one specific belt for this newsletter. At the time, I expressed that it had become so engrained into my daily outfit arithmetic that it began to feel like a core tenant of my style identity. Now, let me start by saying I will always love that belt (shout out Maximum Henry), and I still wear it often. But since I wrote that story, I’ve actually expanded my horizons in this particular accessories department, and in the process acquired a lot more belts.

On Tuesday I’ll be leaving New York City and heading to Europe for just under two weeks. My first stop is Milan, where I’ll be attending a fashion show that I’ll be telling you A LOT more about in the next week or two. After that I’ll be hopping over to Paris, where the plan is to make videos for socials and interview people (one GOAT in particular) for this newsletter.

This post was created in partnership with Ralph Lauren. All opinions are my own. It is FREE to read for all subscribers. Collecting Ralph Lauren, devotees will tell you, is all about knowing the brands within the brand. After all, the name Ralph Lauren is just the umbrella that houses numerous imprints that, the deeper you dive, the more you’ll find. In 2026, Ralph Lauren encompasses Polo, RRL, Ralph Lauren Purple Label, and RLX.

There’s a stereotype that assumes becoming a dad means one’s days of being a true sartorial god are over. And while it’s certainly true that one’s priorities might shift (as they should!) once fatherhood arrives, the reality is, some of the best dressed people I know—and frankly, of all time—happen to be dads. Point is, dads can look cool too! Having said all that, there is some truth that not every dad knows how, or what items to get, to up their style game.

Hi! Hope you’re all having great weeks. I’ve been out and about testing, reviewing, and sometimes purchasing new menswear products this week, which means my latest post is a brand-spanking new Recommendation Compilation™. I’ve got a robust 7 parter (!!!) for you today, where I’ll be breaking down all of the following: I went to the Aime Leon Dore store, and tried on a bunch of products from their latest Summer release. Here’s what I think and what I think is worth picking up right now.