Happy Wednesday, operators.

Quick heads up before we get into it, this week I'm doing something a little different.

I've been in my comments and DMs enough to know that not everyone here is running operations at a 500-person company. Some of you are the only person standing between your exec and complete chaos. You live in Outlook, you book the flights, you chase the receipts, and honestly? Every time someone mentions "automation," you quietly wonder if any of it actually applies to you. It does, I promise.

So this week we have two tips, one for each world. If you live in calendars, travel, and expenses, keep reading, this one was made for you. If you're running ops, scroll down, I didn't forget about you either.

With love and lots of ☕️ coffee,

Chrissy

A quick scan of what's new, filtered for what actually matters if you're an EA or operator.

The trial is now in its third week, and Altman just stepped off the witness stand. The core of Musk's argument is that OpenAI abandoned its original nonprofit mission when it started taking on major investment. What came out today: Altman testified that Musk once asked for 90% of OpenAI's equity, Musk says he was duped. Altman says he was never that invested to begin with. Either way, the outcome of this case could reshape how the biggest AI companies are structured, and that matters for everyone building on these tools.

Apple is reportedly opening up Apple Intelligence so users can pick their AI provider, Google, Anthropic, or others, to power Siri and built-in features. That means the AI running on your iPhone might not be Apple's anymore, and you'll get to decide whose it is. No release date yet, but it's coming.

Google announced Gemini Intelligence ahead of Google I/O, a set of AI features coming to Android this summer that honestly sound like they were built with EAs in mind. There's an agent that handles multi-step tasks like booking travel directly from your phone, a Chrome feature that reads and fills out complex forms for you, and a Gboard tool called Rambler that takes your unpolished voice thoughts and turns them into clean, ready-to-send text messages. If you've ever voice-noted yourself a half-sentence and had to decode it later, that one's for you. Rolling out on Samsung Galaxy S26 and Pixel 10 first, with other devices to follow.

You know that moment when your exec is leaving Thursday and it's already Tuesday afternoon and you've got a flight confirmation in your inbox, a hotel booking buried in a thread from two weeks ago, three meetings on the calendar in different time zones, and a dinner reservation that was forwarded as a screenshot, and somehow you're supposed to pull all of that into something coherent before they land? 🫠

I used to spend 30 to 45 minutes on this every single trip. Hunting threads, reformatting times, copy-pasting addresses into a Word doc, making sure nothing was missing. Same work every time, just different inputs.

Now it takes under five minutes, and it works entirely out of Outlook. No new tools, no integrations, nothing to set up. You paste your booking confirmations into Claude or ChatGPT (or Copilot if your company has Microsoft 365) send one prompt, and what comes back is a clean, organized one-page trip brief your exec can pull up on their phone on the way to the airport.

Flight details, hotel address and confirmation number, the daily schedule in local time, key contacts, all of it, formatted and ready to send, in under 60 seconds.

This is where the prompt lives.

There's a specific kind of tired that comes with all-hands prep, and if you've done it before you know exactly what I'm talking about. It's not just the logistics, the room booking, the AV check, the slide deadlines, the catering order that somehow changes three times. It's that you're also supposed to pull together what's actually happening across the company, shape it into something coherent, and help your exec sound brilliant saying it out loud, all while everything else is still running, and then it happens again next quarter.

Here's the thing though: the structure of an all-hands is almost always the same. What changes is the content. And if you give AI the content, it can do most of the heavy lifting, the deck outline, the talking points, the logistics checklist, so you're not rebuilding from scratch every time.

Before you write a single prompt, spend about ten minutes pulling together the raw material. This is usually sitting in Slack threads, your project tracker, email updates, or your own notes from the last few months. You're looking for big wins or completed projects, team announcements, goals that were hit or missed, what's coming next quarter, and anything your exec has mentioned wanting to highlight. It doesn't need to be pretty, a bulleted brain dump is perfect. Once you have that, start with the deck outline.

Here's where the prompts are.

The three prompts, one for the deck outline, one for the executive talking points doc, and one for the full logistics checklist, are the actual system. There's also one extra step that makes the whole thing compound over time so that every all-hands is easier than the one before it.