Merlin Mann returns to the show to discuss the election, by which I mean we mostly talk *around* the election. I hope we never do another show again with such heavy hearts, but whatever you think about this election, I think you'll like this show.
May 31
448: ‘Twins Named John’, With Stephen Hackett
Stephen Hackett returns to the show to help me make sense of a problem that is hard even to describe, let alone solve, regarding Apple One, family sharing, a separate Media & Purchasing account, and iCloud storage space. Also: what we're expecting from WWDC 2026.
1h 50m
May 15
447: ‘A Sociopathic Father’, With Adam Lisagor
Adam Lisagor returns to the show to talk about Hovercraft, his new virtual presentation camera app for Mac, and how he's developing it with AI coding tools. Also, delicious Japanese spite sandwich cookies.
2h 15m
Aug 2025
ALANNA POW MAKES OUT WITH LILY LOU ON PILLOW TALK
Send us Fan Mail**Quick heads-up: Our main audio cut out toward the end, so we switched to a backup mic. Still sounds good—just not our usual studio crispOn this episode of Pillow Talk, Ryan is joined by the legendary Lily Lou and the beautiful Alanna Pow. Between wild stories, t ... Show More
53m 55s
Aug 2025
122. Micro Embarrassments, Celebrity Crushes & Love is Blind UK S2 Eps. 5-8 Reactions
00:00 - Zoe Kravitz Dating, and Micro Embarrassments24:31 - LiB UK S2, Eps 5-8 Reactions39:03 - Reunion Predictions and Favorite CouplesThis episode is sponsored by:- Blissy: Get better sleep, hair and skin with Blissy and use OOTP to get an additional 30% off at https://www.blis ... Show More
1 h
Feb 2025
257. The Wild Timeline of Ariana & Pete
This week, your hosts discuss a couple who made a big mark on pop culture: Ariana Grande and Pete Davidson. The tattoos, the lollipops, the Instagram comments, the pap walks! Kelli even states that they're one of the most important couples in pop culture post the 2010s but can sh ... Show More
1h 31m