TK: Let’s start with the big question: are you an over-packer?
YE: Oh, absolutely. I’m a terrible over-packer. Once in a while, I’ll try the carry-on thing and feel very proud of myself—until I realize I forgot something obvious like sunscreen and end up with a sunburn. Usually, though, I bring way too much. It’s more about anxiety than anything. I’m not trying to create a million outfits—I just want to feel ready for whatever might happen.
TK: You made what we’ve been calling your “travel suit” with us, in a beautiful Fox Brothers flannel. Do you actually travel with it?
YE: Definitely. Unless I’m going somewhere in the middle of summer—like New York in August—that suit that can always make the trip. It’s warm but not heavy, and it wears beautifully. The jacket feels more like a cardigan the more I wear it, and the trousers you made—high-waisted, roomy through the leg—honestly feel closer to sweatpants. But you look great. And because of the color and the fabric, I can dress it up or down: the pants with a sweater, or the jacket with jeans. It’s an ideal travel uniform.
TK: That reminds me of Joan Didion’s famous packing list. Do you have your own version of that?
YE: I wish. Her list is the holy grail. I do always travel with a navy Uniqlo oversized cashmere turtleneck. It lives at the bottom of my carry-on in case I get cold. But otherwise, I’m not a uniform packer. I pack for the mood I want to channel. We actually started something like that on our Substack—called “Channeling”—and it’s really how I think when I travel. I don’t lay out full looks or anything, but I do have a feeling I’m aiming for.
TK: That’s a perfect segue—your daughter Clara recently graduated and she’s firmly Gen Z. Has she influenced your style and channeling at all?
YE: Not directly. She’s more of an editor than an influence. I trust her judgment. She has a great eye. But I don’t really chase trends. She asked for a pair of fisherman sandals recently and I said, “There’s a brand-new pair upstairs, take them.” She didn’t believe I had them. They’re beautiful, but they’re not me. Even though I love Greece. I just don’t feel like myself in certain things, even if they’re classic. That said, I’m always looking at vintage inspiration—Emmanuelle Alt when she was at French Vogue, Carole Sabas. That crisp shirt, great blazer, denim combo? That’s always been more my style.
TK: You lived in San Francisco, and I know it still has a soft spot in your heart. But it doesn’t always get credit as a style destination. What’s your take?
YE: I’ve always loved San Francisco, but I do think it’s a little tribal. In New York, you walk into a restaurant and see people from all over the city. In SF, it feels more segmented—people from Pacific Heights stick to Pacific Heights, the Mission has its own thing, and so on. But it has incredible style and amazing shops. March on Sacramento Street, for example, has influenced me for years. I remember doing a story on them back in my Martha Stewart days. The edit there is impeccable. And I think that’s also what you do so well at Tailors’ Keep—it’s thoughtful, intentional. You care about the work and the client. That kind of enthusiasm is rare.
TK: That kind of passion is what defines the city’s best shops, right? Stores run by people who are genuinely obsessed with what they do.
YE: Exactly. Like Gina, around the corner at Postscript—her store feels like stepping inside her brain. It’s wildly creative and generous. It’s not about commerce—it’s about building something beautiful and personal. You see that at places like Bix.
TK: Finally everyone at the shop is obssessed—so, we have to ask—how’s Prune?
YE: She’s great. Clara was watching her recently and, let’s just say, she had too much of the good stuff. So now Prune’s on a more structured program. But she’s living the good life. We’ve even gotten pitches from PR people suggesting hotels they think would be a good fit for her. It’s ridiculous and also kind of amazing.
TK: It’s official—she’s an icon. Thanks so much for making the time, Yolanda. We loved having this conversation.
YE: It was such a pleasure. And tell everyone at the shop I said hello.
Yolanda Edwards is the founder and editor ofYOLO Journal, a travel and lifestyle magazine that feels like discovering a well-kept secret—personal, beautifully shot, and effortlessly stylish. Drawing on tips from locals and people with great taste, YOLO skips the top-ten lists and tired travel clichés. She sees the world with equal parts editor’s precision and traveler’s instinct, shaped by time spent everywhere from Rome to rural France. Whether it’s a perfectly worn jacket or an unmarked trattoria, she focuses on the kind of details that make you want to travel with intention—not just to collect the next Instagram shot.
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