The Rundown AI / Articles / AI / Apple’s new Siri AI overhaul is here (sort of)

Apple’s new Siri AI overhaul is here (sort of)

PLUS: The new ‘third phase’ of OpenAI

Zach Mink

June 9, 2026

Good morning, AI enthusiasts. After years as an AI punchline, WWDC26 was billed as Apple's shot at finally catching up. Whether it really did probably comes down to who's holding the iPhone.

For casual users, screen awareness, app context, and private on-device help could make Siri genuinely useful for the first time in years. But for anyone who's used a frontier model, the new Siri AI still looks several generations behind.

In today’s AI rundown:

Apple’s Siri AI overhaul is here (sort of)
The new ‘third phase’ of OpenAI
Cut recurring meetings with Claude + Granola
Argentina courts AI with 'non-human corporations’
4 new AI tools, community workflows, and more

LATEST DEVELOPMENTS

APPLE

📱 Apple’s Siri AI overhaul is here (sort of)

Image source: Apple

The Rundown: Apple kicked off WWDC 2026 with its hotly anticipated AI overhaul (pt. 2), rebranding its assistant to Siri AI, with new integrations and features coming two years after the initial Apple Intelligence rollout overpromised but underdelivered.

The details:

Siri AI is powered by Apple’s own models, custom-built in collaboration with’ Google’s Gemini models, but not the same ones Google provides to its users.
The AI can reason from users’ on-screen content, gain context from apps like photos or messages, and take systemwide app actions for better workflows.
A dedicated Siri AI app will act as a chatbot experience and hub for user’s previous conversations, linking use privately across devices.
Privacy runs through the whole rollout, with Siri AI requests processing on-device or via Private Cloud Compute without saving any data.
Siri AI will come as a free update in the fall for iPhone 15 Pro or newer devices, with a public beta next month and no access in the EU or China at launch.

Why it matters: For an iPhone user with no AI experience, this may seem like a big improvement. But anyone who’s touched a frontier LLM will likely feel Apple’s demos were straight out of 2024-level AI models. Siri has improved, but this rollout feels particularly underwhelming compared to what we experience elsewhere in the AI world.

TOGETHER WITH YOU.COM

⚖️ Don’t put all your API eggs in the latency basket

The Rundown: Picking an API by scanning a benchmark table and calling it done is a shortcut that can obscure what actually matters in production—like accuracy. This guide from You.com breaks down why raw latency is a deceptive signal and why accuracy, along with other real-world metrics, is what you should be measuring instead.

What you'll learn:

Why p50 latency hides the failures your users actually experience
The "time-to-useful-result" framework that captures what benchmarks leave out
Four hidden cost drivers that show up in your logs, not vendor tables
How to evaluate APIs at your actual concurrency levels, not the demo conditions

Download the guide.

OPENAI

📜 The new ‘third phase’ of OpenAI

Image source: OpenAI

The Rundown: OpenAI CEO Sam Altman and chief scientist Jakub Pachocki published a blog titled "Built to benefit everyone", breaking down the company’s goals as AI progress continues to accelerate — saying it's now entering a "third phase."

The details:

The post detailed three core goals: building AI that automates the research process, accelerating the economy, and giving everyone “a personal AGI”.
OAI said “entirely automating everything is not the future we want”, adding “AI should help people pursue their goals, not become untethered from them.”
OAI labeled the current stretch its "third phase,” noting that after pure-research roots and product-shipping, the “economy is now being shaped around AI.”
They also proposed a global coordination body that could rein in or pause frontier AI work, coming after a similar proposition from Anthropic last week.

Why it matters: This post has the same existential threads seen in last week’s Anthropic post, including the discussion around pause scenarios. It’s notable to see from both of the top AI labs in the world, which makes the next incoming model releases (potentially Mythos and GPT 5.6) feel all the more consequential.

AI TRAINING

⏱️ Cut recurring meetings with Claude + Granola

The Rundown: In this guide, you will learn how to use Granola and Claude to make recurring meetings shorter. You will run an audit on one recurring meeting, get a templated pre-read, and find the parts Claude can automate.

Step-by-step:

Set up Granola and then connect it with Claude by heading over to Customize > Connectors > Browse connectors, searching for Granola, and authenticating
Prompt: “Look at my five recent [MEETING_NAME] meetings in Granola. Audit them to make the meeting more efficient and shorter. Look for repeated status updates, delayed decisions, unresolved topics, repetitive questions, friction points, and tasks AI could automate before the meeting. Give me a report on what to improve and what should happen before the meeting”
Review and ask for three outputs: a one-page pre-read, AI tasks to handle before the meeting, and a workflow to send to Calendar, Notion, or Slack
Ask Claude to create a Granola note template. Add sections like final decisions, action items, unresolved topics, and things to improve

Pro tip: Ask Claude to set up automations that create and populate the pre-read document before each recurring meeting.

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Answers every patient question and books appointments 24/7
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Books patients straight into your EHR

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AI & THE WORLD

⚖️ Argentina courts AI with 'non-human corporations’

Image source: Images 2.0 / The Rundown

The Rundown: Argentina submitted legislation creating a new legal category called the 'non-human corporation,' a company owned and run by AI, with President Javier Milei writing an op-ed to brand the country as the world's deregulated home for AI.

The details:

The bill seeks to make Argentina the easiest place for people to run a company, aligning with Milei’s deregulation effort throughout his presidency.
The legislation centers on 'non-human corporations' run by AI systems that still get liability protection and favorable corporate tax and governance benefits.
Historian Yuval Noah Harari pushed back with his own opinion piece, warning that AI legal personhood could result in an 'AI state' impossible to regulate.

Why it matters: The not-so-distant future where an AI can run a company is a strange one, and Milei’s legislation is skating to where the tech is going. His proposal is definitely a first-mover push, but it also leaves serious questions about who is held responsible (and how) when things go wrong, and no human is directly accountable.

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📰 Everything else in AI today

Google updated NotebookLM with agentic chat, giving each notebook a sandboxed computer to write and run code, plus new outputs like PDFs, spreadsheets, and slides.

OpenAI filed a draft S-1 with the SEC, announcing the submission of the IPO paperwork but saying it hasn’t settled on timing, following Anthropic’s filing last week.

Chinese AI startup Moonshot is reportedly set to raise between $1-2B in funding at an estimated $30B valuation, driven by the strong growth of its Kimi models.

The U.K. government launched a new £1.1B AI Hardware Plan aimed at backing homegrown chip startups, including £750M for a national supercomputer.

Google and Nvidia are reportedly both working with Intel as a fallback manufacturer for TSMC, with Google ordering over 3M of its AI chips for 2028 production.

COMMUNITY

🤝 Community AI workflows

Every newsletter, we showcase how a reader is using AI to work smarter, save time, or make life easier.

Today’s workflow comes from reader Fabian in Freiberg, Germany:

“Our company campus features a fantastic restaurant offering a wide variety of daily meal options. While there is an online menu, the nutritional information is quite hidden.

I used Lovable to build an app that extracts the nutritional values of all daily meals in the background and recommends the ideal dish for my needs. I also built a nutrition coach into the meal selection process that asks for weight, activity level, and goals.

Building the whole thing took me 10 minutes. It looks great and saves me from tedious searching every single day. It turns out the demand was huge: after I shared the tool internally, my credits were completely drained within the first few days because it was used so frequently. The feedback… has been simply amazing.”

How do you use AI? Tell us here.