Kevin Rooseaward-winning tech columnist, podcast host

Kevin Roose & Casey Newton's Trailer Shoot: 8 Locations, 1 Day

12 Oct 2026 · 1 min

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In this brief behind‑the‑scenes segment, two speakers recount the intense logistics of a one‑day trailer shoot for Kevin Roose and Casey Newton. They managed to film at eight different locations, including a hike to a literal mountain in San Francisco’s Upper Haight. The conversation highlights Kevin Roose’s deliberate wardrobe choice—modeled after Apple designer Jony Ive’s iconic coat—which, combined with the summer heat, left him drenched and the crew’s heart racing. Despite the effort, the sweaty, hard‑earned shot was ultimately not used in the final cut.

We had one day reserved for the project. And no joke, we did 8 locations in one day, including some that did not make the final cut. We, like, had to hike to the top of a mountain in the Upper Haight.
Like, a literal mountain.
Oh my God. Yeah, and also, like, Kevin was committed to looking like Jony Ive. So he's wearing, like, the kind of chore coat that Jony Ive wears everywhere. And it's, you know, it's basically our summer here in San Francisco. So Kevin is, you know, a sweaty mess. And, you know, my heart's beating out of my chest. And we did not use that shot.
We suffered for art and didn't even use it. Game Pass.