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Chris Wiegman

@chriswiegman.com
798 followers 227 following 28 posts

Tech leader, mentor, blogger, and open-source advocate with over 20 years of experience building humane, privacy-focused teams and technology.

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Reposted by Chris Wiegman
Ramon Eijkemans @eikhart.com · 29/09/2026
I *don’t* care how good your outreach is, how smart your agent can hook into posts i’ve written. If you email me without me asking, and especially if you keep doing that, i’ll block you out of principle and will surely never ever buy from you.
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Chris Wiegman @chriswiegman.com · 29/09/2026
The weather here is actually perfect this morning. If I have to leave Chicago at my favorite time of year, I’ll take this.
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Chris Wiegman @chriswiegman.com · 29/09/2026
It’s 7:00 am. I’m still not quite awake but… let’s do this.
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Reposted by Chris Wiegman
Alejandra Caraballo @esqueer.net · 27/09/2026
Google finally updated some of its satellite images of Gaza and my god, it's horrific. The entirety of Rafah has been demolished. The majority of Khan Younis is in ruins. Entire towns completely leveled and erased of the map.
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Chris Wiegman @chriswiegman.com · 28/09/2026
Sitting here at the Frankfurt airport really makes me want to start learning German again. I was getting pretty proficient, but I’ve lost almost all of it.
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Chris Wiegman @chriswiegman.com · 28/09/2026
Good morning
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Anil Dash @anildash.com · 27/09/2026
The imagined influence of the algorithm controls all language, which is the same thing as controlling thought, ultimately. And the generation that’s grown up saying “unalive” doesn’t even know they’ve been muzzled all along.
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Anil Dash @anildash.com · 27/09/2026
It’s a very minor point amongst the far greater injustices of the situation, but the Cornell case has also just reminded me how much all of society seems to have just accepted the fact that big tech won’t allow people to use the word “rape”. (Or at least people *believe* so — nobody knows!)
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Anil Dash @anildash.com · 26/09/2026
(I can’t see the comments because I don’t have an account on the anti-trans machine, but I know the internet well enough to know people won’t stop hating the guy just because she told them the truth. So, how do you assign accountability for that toxic behavior? Find those commenters & out them?)
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Anil Dash @anildash.com · 26/09/2026
I’m glad this is getting amplified, but my take is different: it sucks this this is on Substack. Boom, roasted.
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Microplastics Sommelier @leastactionhero.bsky.social · 26/09/2026
i bring an iced coffee to the interview. only it’s not for me, it’s for the interviewer. and it’s laced with a sedative. when she comes to, she’s wearing my clothes and i’m in her office. her car keys don’t work. i’m with her husband. her kids don’t recognize her. coming soon from A24.
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Chris Wiegman @chriswiegman.com · 26/09/2026
I confess I do miss my old Twitter account (not X). That really was a great community for what I do. A few current projects are showing me how many people I’ve lost touch with since it ended.
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Chris Wiegman @chriswiegman.com · 26/09/2026
My only real annoyance with macOS 27 is the “Running in background” displays of seemingly every app.
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Chris Wiegman @chriswiegman.com · 26/09/2026
The most exciting thing about packing for my trip tomorrow is a new suitcase. Yeah, I’ve hit “that” age.
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Chris Wiegman @chriswiegman.com · 25/09/2026
I live in Chicago, and I still see this shit as I use Apple’s Private Relay (genuinely a good privacy option for my threat model) which randomizes my IP. I often have to turn it off on the page load to see Bluesky. It’s so insane I had to write it up (chriswiegman.com/2025/08/acce...)
chriswiegman.com
Accessing Bluesky with iCloud Private Relay
Last week Bluesky took the drastic step of blocking users from Mississippi due to their draconian age verification laws. In theory, as long as you aren’t trying to access the service from within Missi...
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Evie Nyx @evienyx7.bsky.social · 24/09/2026
At this point in my life, "friends with benefits " are just my friends who have health insurance
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Fr. Robert Ballecer, SJ @padresj.bsky.social · 23/09/2026
tl:dr If you are treating humans and their labor as disposable resources for technology, you are advocating a dystopian future.
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Braden Serkas @portmanteauface.bsky.social · 01/01/2025
Crazy to think that if I’d bought $1,000 of amazon stock in 1997 I would have died of a cocaine overdose by now
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Chris Wiegman @chriswiegman.com · 21/09/2026
I’m pretty sure he’s really 3 orange cats in a dog suit.
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Chris Wiegman @chriswiegman.com · 21/09/2026
It’s dropped enough outside, with a strong wind out of the east, that it really does feel like winter inside this morning. I’m loving it.
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Reposted by Chris Wiegman
Fr. Robert Ballecer, SJ @padresj.bsky.social · 21/09/2026
I just realized that you could cut a clip of the Paul brothers speaking to our armed forces and seamlessly turn it into a scene for "Idiocracy".
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Kashana @kashana.blacksky.app · 20/09/2026
Americans: oh, look, a systemic issue. I will solve it individually
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Steven (with a PH) @sjksalisbury.bsky.social · 20/09/2026
Christening a baby is nothing like christening a ship. I know that now. Once again I can only apologise.
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Chad Loder @chadloder.dev · 19/09/2026
honestly same
a vending machine with a small printed sign taped to it:

the light inside
is broken but
i still work
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Chris Wiegman @chriswiegman.com · 19/09/2026
It took longer than it probably should have, but this morning I finally deleted my WordPress (.com and .org) passwords from my password manager.
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Chris Wiegman @chriswiegman.com · 17/09/2026
Now I’m waiting for a screenshot of a republican pointing out this is OK because Google’s Gemini said it’s OK to eat rocks.
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Chris Wiegman @chriswiegman.com · 17/09/2026
Last Friday I switched from Xfinity to Astound (both broadband as this building doesn’t get fiber). I switched because Google Meet (work’s platform) on Xfinity had been all-but unusable these past 2-3 months. It’s worked perfectly (Knock on wood). I’m honestly surprised at how much it’s improved.
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Chris Wiegman @chriswiegman.com · 17/09/2026
If I’m grateful for anything it’s that I’ve spent most of my adult life trying to avoid driving. Even at current US gas prices we only spend $20-30/month for our car. I do feel for the many, many people I know who have to do long car commutes.
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Chris Wiegman @chriswiegman.com · 17/09/2026
This morning the weather, for the first time this year, really feels like winter (not cold, but the heat isn’t on and it’s dark and wet outside). I’m really loving it.
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