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Ted Underwood @tedunderwood.me

Whoa. This is what I have wanted for the past three years, and they've got it working well enough to actually make my life easier. Some of y'all may have cleaner inboxes, but for me this is a killer app. 🤯

Can you access my Gmail for the past week, figure out which inquiries I have or haven't responded to, prioritize the unanswered inquiries, and present me with a to-do list of the top five conversations I need to address? ChatGPT said: Thought for 1m 51s I took a sweep through your Inbox for the past 7 days and pulled out messages that (a) read like actual inquiries or action requests and (b) look unanswered on your end (unread and/or no sign of your follow-up in the last week). Here are the five that deserve quickest attention, ordered by urgency/time sensitivity:
sep 1, 2025, 11:14 pm • 47 0

Replies

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Barry Kelly @barrkel.bsky.social

What are the technical limitations on it being prompt injected by email content and exfiltrating other data via markdown images or similar, I wonder.

sep 2, 2025, 7:54 am • 1 0 • view
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pink-noise.bsky.social @pink-noise.bsky.social

Ted will find out , I guess…

sep 2, 2025, 3:45 pm • 0 0 • view
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Carla @whozitwhatzit.bsky.social

I don't want Chat GPT going through my mailbox.

sep 2, 2025, 7:59 pm • 0 0 • view
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Tobias Wilson-Bates @phdhurtbrain.bsky.social

*Ted Underwood 6 months from now

sep 1, 2025, 11:17 pm • 9 0 • view
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Andy Famiglietti @afamiglietti.bsky.social

image
sep 1, 2025, 11:20 pm • 5 0 • view
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Ted Underwood @tedunderwood.me

that was going to be my reply — six months? six fricking hours!

sep 1, 2025, 11:21 pm • 3 0 • view
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Tobias Wilson-Bates @phdhurtbrain.bsky.social

Love this for you 😂🤣😂

sep 1, 2025, 11:30 pm • 3 0 • view
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Andy Famiglietti @afamiglietti.bsky.social

Ted trying to disable his email auto response next fall

sep 1, 2025, 11:31 pm • 3 0 • view
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ERTBen @ertben.bsky.social

And all you had to do was give it full access to your Gmail account? I don’t see how this is any different than getting hacked, except they do something slightly helpful and you requested it.

sep 2, 2025, 12:54 am • 1 0 • view
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Theo Sanderson @theo.io

Gemini is OK at this too in my experience, faster and (having only tried to ChatGPT version once without any prompt engineering), maybe better

sep 1, 2025, 11:25 pm • 2 0 • view
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Matthew Kay @mjskay.com

is this chatgpt straight up or something else, asking for a friend

sep 1, 2025, 11:19 pm • 1 0 • view
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Ted Underwood @tedunderwood.me

Straight up ChatGPT, the plus plan. I got a pop-up window today asking me if I wanted to make "connections" to apps that included Gmail, Dropbox, &c

sep 1, 2025, 11:23 pm • 2 0 • view
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Andy Famiglietti @afamiglietti.bsky.social

Bluesky

sep 1, 2025, 11:23 pm • 1 0 • view
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Matthew Kay @mjskay.com

cool. am curious what the safeguards are, have been thinking about wiring something up but I don't want it to be able to send email directly, only summarize / compose then ask permission to send

sep 1, 2025, 11:28 pm • 1 0 • view
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Ted Underwood @tedunderwood.me

I know. I had to swallow hard. Requires more trust in Sam Altman than I really possess. But I'm afraid this is going to be too seductive for me; I'm quite bad at email triage.

sep 1, 2025, 11:31 pm • 5 0 • view
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Matthew Kay @mjskay.com

Right. Like prompt engineering is not a safeguard for this. It has to be API level. But I'm worried they would just expose a bunch of the Gmail API to chatgpt and uh, I dunno about that. Will have to look at it more...

sep 1, 2025, 11:34 pm • 0 0 • view
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Mark J. Nelson @mm-jj-nn.bsky.social

I've been playing around with having Gemini write scripts to do stuff through the Gmail API, and like that I can read/edit the scripts before running them. Hard to argue that that approach is the one that will catch on though.

sep 1, 2025, 11:40 pm • 3 0 • view
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Ted Underwood @tedunderwood.me

It's under "settings" -> "connectors"

sep 1, 2025, 11:28 pm • 0 0 • view
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Ted Underwood @tedunderwood.me

I never want an "agent" to shop for me. I never want it to make a plane reservation. I never want it to write fan letters to my favorite athlete. I have always wanted it to help me manage this chain of catastrophes, this "inbox," this pile of debris before me growing skyward

the angel of history overjoyed that he has help with email
sep 1, 2025, 11:20 pm • 21 0 • view
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Matt Schneider @mattlaschneider.bsky.social

To me this points to the deep disconnect between the management class and others when it comes to these tools: most people have very limited problems that they want solved and would be happy with discrete tools to perform those tasks while management is looking for magic generalised tools

sep 1, 2025, 11:22 pm • 1 0 • view
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Ted Underwood @tedunderwood.me

In a sense yes, but notice also that part where it thought for 1 m 51 s The Gmail integration is nice, but they had to develop generalized reasoning models to make it useful

sep 1, 2025, 11:25 pm • 3 0 • view
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Matt Schneider @mattlaschneider.bsky.social

I’ve actually found the thinking time to be a real negative for the model—I’ve often found that the longest thinks are for the simplest questions and it’s made me very sceptical of what that element signals

sep 1, 2025, 11:28 pm • 0 0 • view
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Ted Underwood @tedunderwood.me

Understood. But in this case I can see the nature of the challenge and I know it's truly not easy.

sep 1, 2025, 11:34 pm • 1 0 • view
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Matt Schneider @mattlaschneider.bsky.social

Totally fair—I definitely don’t understand this tech as well as you do :)

sep 1, 2025, 11:38 pm • 0 0 • view
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Ted Underwood @tedunderwood.me

It’s mostly just, I know what a wreck my inbox is, and how many tough judgment calls are required to extract genuine inquiries I need to address from the spam or chatter

sep 1, 2025, 11:43 pm • 1 0 • view
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Matt Schneider @mattlaschneider.bsky.social

I find this really interesting because when I was interviewed for a web dev position back in 2020 I was asked what I thought the next big change in web would be and they seemed very disappointed with my answer, which was that we’ll need to design for voice interfaces. I feel partially vindicated 😅

sep 1, 2025, 11:46 pm • 1 0 • view
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Matt Schneider @mattlaschneider.bsky.social

Also my red-team impulses immediately kicked in at your reply and I thought to myself “I wonder how spam and marketing emails will change to get picked up as authentic as this continues to develop ?” 😅

sep 1, 2025, 11:47 pm • 3 0 • view
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Matt Schneider @mattlaschneider.bsky.social

You’re much better educated on this than I, so I am likely getting things wrong, but I feel like a lot of what it’s needed most is integration with other, traditional technologies where the LLM is more of a human/computer interface than doing the heavy lifting

sep 1, 2025, 11:34 pm • 0 0 • view
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Matt Schneider @mattlaschneider.bsky.social

The main things LLMs and other models do best at are things I could run off a model on my phone that just does a few things really well and doesn’t need to send all my data back to the company to be monetised

sep 1, 2025, 11:23 pm • 2 0 • view
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Matt Schneider @mattlaschneider.bsky.social

I was at a UX camp a few months back and had the revelation that most things people use something like ChatGPT for aren’t actually problems that something like that can solve: they’re UX problems that can be fixed with better design.

sep 1, 2025, 11:25 pm • 1 0 • view
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Matt Schneider @mattlaschneider.bsky.social

I don’t need an LLM to parse a website to extract a business’s address and hours: I just need a data standard for this info included on a site that can be accessed by other tools without needing to “read” the page for that info included

sep 1, 2025, 11:26 pm • 2 0 • view
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Jon Becker @jonbecker.bsky.social

is this Gemini?

sep 1, 2025, 11:24 pm • 0 0 • view
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Jason B Jones @jbj.bsky.social

chat gpt

sep 1, 2025, 11:25 pm • 3 0 • view