Today, I’m excited to share my premium everyday carry items for 2025 – the carefully curated collection of items I rely on daily. But before we dive in, let me set some expectations.
First, if you’re looking for traditional EDC gear like tactical knives, multitools, carabiners, or machined card cases with RFID blocking, this isn’t that kind of list. That’s simply not my style.
Second, I want to be completely transparent: everything I’m featuring here was purchased with my own money. There’s no sponsored content or “influencer” nonsense going on – these are genuine recommendations based on my personal experience.
With that said, let’s explore my 10 essential items (plus a couple of bonuses) that make up my premium daily carry.
Bennett Winch Briefcase
The foundation of my daily carry is my Bennett Winch briefcase, which houses most of these items. I’ve been a fan of this British brand since they launched in 2014, and their combination of quality and style is unmatched.
It’s constructed from waterproof cotton canvas with full-grain leather trim and handles, plus solid brass hardware that speaks to its premium build quality. Despite its slim profile, it’s surprisingly spacious inside with a padded laptop sleeve that accommodates up to 16-inch laptops, three large internal pockets, and dedicated slots for pens.
The external zippered pocket is perfect for items I need quick access to, like my wallet, phone, or keys. There’s also a clever leather panel on the back that slips over suitcase handles for easy travel, and it includes a removable shoulder strap for when I need it.
I chose the black version for its versatility with my personal style, though it comes in several colorways. The thoughtful design makes it perfect for both professional settings and travel.
Goyard Card Case
Rather than carrying a traditional wallet, I’ve streamlined to a Goyard card case in their classic design and most iconic colorway. This piece has been with me for about a decade, and while the leather edges show significant wear, the integrity remains intact.
The patina and wear actually add character to the piece – it tells the story of a well-loved accessory that’s been through countless adventures. Despite its age, it continues to function perfectly and remains one of my most reliable everyday items.
Montblanc Meisterstück
I carry two pens, but only when I have my briefcase – otherwise, it’s just one (I’m particular, not obsessive).
This bordeaux-colored ballpoint has been my companion throughout my entire Army career. Like a fine wine, it has aged beautifully, save for one crack from an unfortunate drop that still makes me wince. The pen became somewhat legendary among my colleagues, and for good reason – it feels incredible in hand and writes with Greek Blue ink that’s both professional and distinctive.
S.T. Dupont Line D Gold Dust Pen
This was my retirement gift to myself after over 20 years of active Army service. This rollerball pen was exclusive to the US market, and I managed to snag the very last one. The actual gold flakes suspended in the lacquer make each pen unique, and while it might seem obnoxious, it’s undeniably beautiful. The weight and balance are perfect, and the satisfying click of the cap is pure ST Dupont craftsmanship.
Jacques Marie Mage Fitzgerald Sunglasses
These sunglasses pay tribute to President John F. Kennedy, who famously wore American Optical Saratoga frames. While these aren’t those exact glasses, the Fitzgerald model captures that classic shape with a modern sensibility through lighter lenses.
The quality is immediately apparent when you hold them – these are substantial, well-crafted pieces that justify their reputation. Unfortunately, they’re no longer available in stores (these are number 60 of 400), but you might find a pair on the secondary market.
For those curious about Jacques Marie Mage and whether they’re worth the investment, check out the comprehensive review right here on HSS – it’s the most thorough analysis of the brand you’ll find anywhere.
iPhone 16 Pro
Let’s address the obvious: my iPhone 16 Pro in Desert Titanium. I upgraded from the 14 Pro primarily due to battery degradation, and with upcoming travel to Florence, I didn’t want to constantly carry external batteries.
While I typically choose black, I decided to try something different with the Desert Titanium finish. The case is a basic Belkin from the Apple Store – functional but admittedly uninspiring. If you have recommendations for more stylish iPhone cases, I’m all ears.
Moscot Lemtosh Reading Glasses
Age brings wisdom and, apparently, the need for reading glasses – which have been completely life-changing. My choice: Moscot Lemtosh frames in brown ash, size 46.
I’m a longtime fan of the Lemtosh model and own several pairs as sunglasses. While some dismiss them as Julius Tart Arnel knockoffs, I disagree. Honestly, though, these specific frames were chosen because Robert Downey Jr. wore them in Oppenheimer. If you’re going to need reading glasses, why not channel some of that RDJ coolness?
Porsche Cayenne Key
The key to my favorite vehicle I’ve ever owned (aside from my first car, a 1989 Ford Mustang hatchback): my 2019 Porsche Cayenne in Mahogany.
I was a devoted BMW driver for years, starting with a basic 328 with manual transmission and no options, then upgrading to a 535xi that I absolutely loved. However, by the time I needed something new, BMW’s design direction had lost its appeal, and Porsche had succeeded in seducing me.
Side note: If you haven’t listened to the Porsche episode of the Acquired podcast, it’s absolutely fascinating.
I bought this base-model Cayenne certified pre-owned with very low miles. It represents the perfect combination of power, performance, agility, design, style, elegance, and luxury. I couldn’t be happier with it and hope I won’t need a replacement anytime soon.
A. Lange & Söhne Lange 1
For those who’ve been asking about watch content, while I don’t plan to do dedicated watch videos anymore, I can’t ignore what’s on my wrist: my Lange 1 in pink gold.
This watch is simply extraordinary. The dial features one of the most unique, gorgeous, and iconic designs in horology. At 38.5mm, the size is perfect, and its versatility makes it suitable for virtually my entire wardrobe (though I’d need a black strap for formal occasions).
What I particularly appreciate about Lange is their understated presence in the watch world. They embody that “if you know, you know” philosophy that I find appealing.
AirPods Max
These aren’t exactly “if you know, you know” – my AirPods Max in Starlight are quite mainstream. But they’ve earned their place in my daily carry.
While I also own AirPods Pro, they don’t stay in my ears well, compromising the noise cancellation. The AirPods Max, however, are game-changing for travel, especially on planes. At home, they live on a dedicated stand, and for travel, they go in a protective case.
The sound quality and noise cancellation make them indispensable for both work and leisure.
AirPods Max Accessories
The Bottom Line
This collection represents more than just everyday carry items – each piece has earned its place through quality, functionality, and personal significance. From the battle-tested Montblanc that accompanied me through my military career to the retirement gift ST Dupont that marks a new chapter, these items tell the story of a life well-lived.
The key to a great EDC isn’t about having the most gear or the most expensive items – it’s about choosing pieces that serve you well, bring you joy, and stand the test of time. Quality over quantity, always.
What are your essential everyday carry items? Share your thoughts and recommendations in the comments below.
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