Updated
Updated · 9to5Mac · Jun 15
Apple Fixes 3 Major Messages Bugs in iOS 27, Improving Retries and Syncing
Updated
Updated · 9to5Mac · Jun 15

Apple Fixes 3 Major Messages Bugs in iOS 27, Improving Retries and Syncing

3 articles · Updated · 9to5Mac · Jun 15

Summary

  • iOS 27 automatically retries failed Messages sends in the background, removing the manual tap-to-retry step required on iOS 26 and earlier.
  • 3 key fixes target common bottlenecks: photos, videos and texts now send independently with separate progress bars, so one stuck file no longer blocks later messages.
  • Apple also says iOS 27 makes Messages sync more reliably across iPhone, Mac and other devices, reducing missing, delayed or out-of-sync conversations.
  • The Messages changes are part of a broader iOS 27 push centered on bug fixes and performance improvements across apps including Safari, Mail and Calendar.

Insights

Why did Apple wait until now to fix basic messaging flaws that have frustrated users for years?
How will Apple's improved messaging strategy compete against rivals like WhatsApp for user loyalty?
As Apple encrypts texts with Android, is the 'green bubble' divide finally ending?