Welcome to the Friday Wrap-Up for June 12, 2026. This is a short newsletter where I talk about 3 things: What’s on my mind this week, Recommended Reading, and Recommended Media. Here’s what’s on my mind…

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On My Mind

​WWDC was This Week and Siri is Getting a BIG Update: I’ve gotten away from watching the WWDC Keynote in recent years. I invariably schedule something at that time (which happened again this year despite it being on a Monday, which is usually a no meeting day for me). But the coverage is so good, I can get the highlights without the self-aggrandizing that Apple does.

This year Siri got a huge update, as Apple appears to be delivering on their AI promises from 2 years ago. I installed the macOS beta on my laptop (my B machine) and the iPadOS beta on my iPad, and I’ve applied for new Siri, but I haven’t gotten to take it for a spin yet.

From demos I’ve seen, it’s definitely a lot better — and way more aware of context. You can ask it continuing questions, and vague questions, like “What’s the weather going to be like where I’ll be this weekend” and it will look at your calendar, get your location, and give you the weather.

My big question is one many other users have: how well will this work with apps other than the defaults. I use Fantastical, Obsidian, and Todoist. Can I do the same things? The claim is yes. But we’ll see.

I know I’m pretty Apple Ecosystem heavy here. It’s what I use. I’m genuinely excited for this iteration of Siri because it is what I use. But I also think it’s the right application of AI. Apple always seems to have a measured approach in what they do. Some people don’t like it; but I will definitely take it over the insecure flailing that Dario Amodei does when claiming the AI is going to run the world tomorrow and maybe we should slow down and also hey check out my IPO.

Recommended Reading

​Reckless Ben vs. Bricks and Minifigs: This story is absolutely insane and I (and many) have been obsessed with it for the past week or so. Basically a man consigned his dad’s massive Star Wars LEGO collection to a Bricks and Minifigs (BAM) franchise in Oregon, and it’s turned into a huge legal mess. Ben is trying to get the LEGO back, or be paid the $100,000+ the guy is allegedly owed. BAM has turned into a cartoonish villain, and the local police in Utah (where BAM corporate is located) are undoubtedly, chillingly corrupt.

Sounds like this has been a known issue in the LEGO community for a while, but Reckless Ben (Ben Schneider) brought it to the mainstream. The link is to a timeline of everything that’s happened so far, but it’s wild. David vs. Goliath. Corrupt cops. Mormons. It’s also very much ongoing. A TRO (Temporary Restraining Order) was issued this week against Ben, preventing him from releasing Part 3 of this story.

I will continue to follow it closely — especially as more lawyers do analysis. One place I’d recommend staying away from is Reddit. There are a lot of…big feelings…over there.

Recommended Media

Alphabet Playlist: I listened to one album, from one band, from every letter of the alphabet this week. It started because I realized I went from Fall Out Boy to [The] Gaslight Anthem, and I decided to see if I could do it for the entire (American English) alphabet. I was able to get a band I know from every letter except X, which was The xx. The rules were simple:

1. I need to listen to the entire album before moving on.
2. No shuffle. Listen to the album start to finish in order.
3. The only word that doesn’t count is “The”
4. I can’t listen to anything else, except for when playing the drums, or long car rides with the kids.

A couple of observations:

1. It felt like a slog sometimes. I’m fairly specific about what I want to listen to, so making myself locked-in to this format took some discipline.
2. I rediscovered a bunch of songs, mostly from high school/early college
3. I did not like The xx, the one band I didn’t already know.

The Stats (aggregated by Claude, using this thread from Bluesky):

• Most common genre: Pop-punk/emo
• Most common year: 2003 and 2005 tied at 4 albums each
• Outlier year: 1981 (Queen’s Greatest Hits)
• Full year range: 1981 to 2015, 34 years.
• Most common 3-year range: 2003–2005

You can see the entire playlist on both Apple Music and Spotify

Automation of the Week

Send Voice Memos to Obsidian: Earlier this week, I did a task teardown for 2 people in my friend Austin’s Community, and one was around capturing and organizing ideas (one of my 4 core systems for solopreneurs).

One of my favorite ways to capture notes is via an app called Whisper Memos. Unlike most other voice note apps, this one has direct Apple Watch integration, so I can capture from my Watch without my phone being nearby.

But it also has Webhook and Zapier integration. That means whenever I dictate a note, it triggers Zapier, which then sends the note onto Obsidian using Actions for Obsidian.

While there are tons of transcription apps now, I love how focused Whisper Memos is on capturing audio and giving you TONS of ways to process it. I’ve tried a bunch, and nothing comes close to Whisper Memos for me.

That's it for the Friday Wrap-Up! Have a great weekend!