Apple Executives to Address Siri and AI Delays at Annual Retreat

Siri app icon with a glowing, colourful design.

Apple’s top executives will meet at their annual retreat to discuss the future of Apple Intelligence and address delays in Siri’s AI upgrades. The event, set to take place at Carmel Valley Ranch, comes amid growing frustration over missed deadlines and underwhelming AI advancements.


A Missed Opportunity for Siri

Apple originally promised significant AI-powered upgrades for Siri with the introduction of Apple Intelligence. These enhancements included on-screen awareness, personal context recognition, and improved voice control. However, many of these features are still unavailable, and some may not roll out until 2026.

Siri app icon with a glowing, colourful design.

Apple executives have privately admitted that the slow development process has been both embarrassing and disappointing. The company’s marketing team heavily promoted AI-powered Siri improvements, yet these features remain in beta or delayed indefinitely.

Executives Under Pressure to Deliver

Unlike other companies that might replace leadership after a failed rollout, Apple’s executive team remains intact. CEO Tim Cook and COO Jeff Williams, who have led the company for over a decade, continue to oversee operations. Critics argue that Apple’s reluctance to introduce new leadership may be slowing progress in AI development.


Despite these setbacks, Apple does not plan to fire executives over the Siri delays. Instead, the company will use the retreat to develop a clear roadmap for Apple Intelligence and work toward a smoother AI rollout.

Lessons from This Setback

Apple has now pulled advertisements promoting Siri’s AI features, opting to wait until the technology is fully functional. The company aims to refine its AI tools before making bold promises to customers again. With competitors like Google’s Gemini and Microsoft’s Copilot AI advancing quickly, Apple needs to accelerate its efforts to stay competitive.

What’s Next for Apple Intelligence?

Apple is expected to focus heavily on AI at WWDC 2025, with iOS 19 and macOS 16 playing a key role in Siri’s evolution. The goal is to deliver a more capable AI assistant that can compete with the industry’s best.


As Apple works on a revised AI strategy, the upcoming retreat could shape the company’s AI future and determine whether Siri can finally live up to expectations.

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