iOS 27 chatbot, Apple AI pin, iPhone 18 Dynamic Island rumors
9to5Mac Happy Hour
9to5Mac
4.4 • 924 Ratings
🗓️ 22 January 2026
⏱️ 57 minutes
🧾️ Download transcript
Summary
Benjamin and Chance get excited for the upcoming Siri roadmap, with Bloomberg reporting that the delayed features will arrive with 26.4 and a full chatbot experience is due before the end of the year. The Information says Apple is developing an AI pin, the iPhone 18 Pro cutout positioning situation is seemingly clarified, and Apple makes App Store ads even less noticeable.
And in Happy Hour Plus, Chance talks about the best parts of his new Oura Ring, and how Apple can learn from its software experience. Join now and save 26% on annual plans with code HAPPY26.
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Hosts
Chance Miller
Benjamin Mayo
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Links
- Apple testing new App Store design that blurs the line between ads and search results
- iPhone 18 Pro Dynamic Island confusion now appears resolved
- Apple reportedly replacing Siri interface with actual chatbot experience for iOS 27
- The new Siri chatbot may run on Google servers, not Apple's
- Apple is working on an AI-powered wearable pin
Transcript
Click on a timestamp to play from that location
| 0:00.0 | Mayo, I have a really frustrating bug on my Mac and messages that only happens when I'm texting you. |
| 0:08.7 | Oh, what have I done? |
| 0:10.9 | So I'm a big focus mode user. |
| 0:14.3 | Like basically my Mac and my iPhone are both always in focus modes. |
| 0:19.0 | From like I think it's 8 a.m. to 5 or 6 p.m. I'm in my quote-unquote work focus mode. |
| 0:26.8 | And I have select contacts that are able to break through and like the notifications always appear. |
| 0:32.2 | And that's like you, our coworkers, Emily, and a couple other people. |
| 0:39.5 | Or at least theoretically, it's you. |
| 0:43.3 | Because lately, anytime or almost any time you message me, |
| 0:45.9 | it just goes straight to notification center. |
| 0:47.1 | I never see a pop-up. |
| 0:48.0 | Wow. |
| 0:51.0 | But it does show as a normal notification on my iPhone, |
| 0:52.5 | which I have sitting next to my Mac. |
| 1:00.5 | So focus mode, the whole system is kind of, no, no, janky, if that's the right word. |
| 1:01.7 | Convaluted. |
| 1:02.3 | Yeah. |
| 1:07.1 | So I go into system settings, and I go to the focus mode menu. |
| 1:08.3 | I click work. |
| 1:14.0 | And there I see my allowed people. The first time I did this when messages from you weren't appearing, I had four different versions of your contact in there. |
| 1:19.0 | For whatever reason, it was literally Benjamin, Benjamin, Benjamin, Benjamin, Benjamin, Zach. Okay. |
| 1:26.0 | So I removed all of them, re-added it, started working just fine. Then it stopped again. So I go in. I have one version of your contact. So I say, okay, I'm just going to add all of them back all four of them. Then it starts working again. Then it stops working. Then I go back into focus mode. Then I'm just showing one version of your contacts. So I'm like, okay, maybe it properly like merge them all together. Nothing. Go into the contacts app. Try to like put like your I message and your phone number. Put it all into one contact to get it cleaned up. It eventually splits back up, stops working again. |
... |
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