Four Things in My Bag Right Now (And Why I Cut the Rest)

Four Things in My Bag Right Now (And Why I Cut the Rest)

I went through a phase — I think most people who care about objects go through this phase — where the goal was to have the right version of every possible thing. Notebook, pen, cable organizer, a specific lip balm that came from a specific apothecary, a carabiner for reasons I never quite worked out. The bag got heavier. The ritual of packing got longer. At some point I looked at what I was carrying and realized I'd built a small museum dedicated to the idea of being prepared. So this season I edited it down. Here's what actually made the cut and, more importantly, why.

The wallet situation, finally resolved

I carried a bifold for longer than I should have. Not because I loved it — it was fine, it held cards — but because wallets feel like a solved problem until you actually think about them for ten seconds. The back-pocket print, the slow creep of receipts, the thing getting fatter every time you add a card and you tell yourself you'll clean it out later. Later never comes.

The Tyler Vertical Wallet is full-grain leather, made in Texas, and the whole point of it is the vertical orientation — narrower profile, no embarrassing outline through your chinos, and the cards actually fan out in a way that makes sense when you're standing at a register trying not to be that person. I've been carrying it for a few months now. It's broken in nicely. I'm not going to tell you it changed my life because it's a wallet, but I also haven't thought about my wallet once since I started using it, which is basically the highest compliment you can give an everyday object.

The sunglasses I stopped overthinking

My previous approach to sunglasses was: buy something cheap, lose it, feel fine about losing it, repeat. The problem with that system is that cheap sunglasses look cheap, and they sit on your face, which is a fairly prominent location. At some point the math on "not caring" stops adding up.

The Beau Vintage Aviator Sunglasses are not a flex. They're an aviator silhouette — which has been around long enough that nobody's going to accuse you of chasing a trend — updated with a slightly rectangular frame and lighter lenses that don't make you look like you're preparing to file a flight plan. They sit well. They're the kind of frame that looks better on your face than in the product photo, which is unusual enough to be worth noting. I've worn them with everything from a t-shirt to a blazer and they've never looked like they were trying too hard. Keeping them in a hard case in my bag has also, apparently, been the cure for losing sunglasses constantly. The case creates friction. Friction prevents carelessness. Basic stuff.

One bag that earns the space it takes up

I travel a moderate amount — enough that I have opinions about it, not enough that I've developed the thousand-yard stare of someone who's done too many red-eyes. For a long time I was borrowing bags, using whatever duffel I'd accumulated from some 5K registration or corporate event, and telling myself I'd figure out a real bag eventually.

The Full-Grain Goat Leather Weekender Duffle is vegetable-tanned, which means it patinas instead of peeling, which means it looks better in two years than it does today. That's a genuinely different value proposition than most bags, which look best in the product photo and go downhill from there. It comes with a toiletry bag, which I was skeptical about — bundled add-ons usually feel like a way to justify the price — but I've actually been using it separately as a gym bag for smaller trips. The leather is substantial without being stiff. It fits in an overhead bin. It does not look like something you bought because it was on a list called "10 Best Gifts for Men."

I'm aware that "a good bag" is the most obvious possible recommendation. I'm making it anyway because I wasted years on bad ones and the upgrade was immediately, noticeably worth it.

What I cut, and why it matters

The edit itself is the point. I removed a cable pouch I was carrying "just in case" — I have never once needed the specific cables in that pouch. I stopped carrying a backup charger that was so heavy it was giving me a lopsided posture. I got rid of a notebook I was journaling in aspirationally but not actually. What's left is a wallet, sunglasses, a good bag, my phone, and headphones I didn't include here because headphone recommendations are their own rabbit hole I'm not opening today.

The thing about editing your carry is that it forces you to be honest about the gap between who you think you are and what you actually do. I am not a person who needs three pens. I am a person who uses one pen and then loses it and borrows one from a stranger and never returns it. That's fine. That's real. And carrying a bag that reflects reality rather than aspiration turns out to be significantly lighter.