iOS 27 chatbot, Apple AI pin, iPhone 18 Dynamic Island rumors

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 . Sponsored by Shopify : In 2026, stop waiting and start selling with Shopify. Sign up for a $1 per month trial at shopify.com/happyhour . Sponsored by Gusto : The online payroll and benefits software built for small businesses. Get three months free when you run your first payroll at gusto.com/happyhour . Sponsored by Framer : The only free design tool that brings your ideas to the web. Visit framer.com/design and use code HAPPYHOUR for a free month. Hosts Chance Miller @ChanceHMiller on Twitter @ChanceHMiller on Instagram @ChanceHMiller on Threads Benjamin Mayo @bzamayo on Twitter @bzamayo@mastodon.social @bzamayo on Threads

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iOS 27 chatbot, Apple AI pin, iPhone 18 Dynamic Island rumors is an episode from 9to5Mac Happy Hour by 9to5Mac.

This episode is 57:00 long.

This episode was published on Jan 22, 2026.

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