Sean O'Brien
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profdiggity.com
Sean O'Brien
@profdiggity.com
🛡️ Prof Diggity @ivycyber.com 🤖 Founder @yaleprivacylab.org 🔒 Secure Apps at @privacysafe.social 🔆 Mastodon https://privacysafe.social/@profdiggity 🎙️ Subscribe 👉 @bitsontape.com
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🏰 We're growing not only our @privacysafe.social community but also our app downloads and subscriptions to our zero-knowledge storage service.

✌️ Try it yourself on #Windows, #Mac, and #Linux at privacysafe.app
PrivacySafe — Private Chat, Calls & Storage.
Have truly private conversations in a safe and simple chat app. Make secure peer-to-peer video and voice calls on any platform. Save and share your files with the peace of mind that you hold the keys.
privacysafe.app
We launched a ton of fun projects this past year at @ivycyber.com and it's time to retire a few of them. First up is #vibecoding nightmare "Vibe Crap"💩

Check out the video demo + full source code at 👉https://psafe.ly/vibecrap

If you like experiments like this, follow @bitsontape.com
January 3, 2026 at 3:49 AM
We're doing another @ivycyber.com giveaway on Twitter X. This time it's a mini laptop / touchscreen tablet + travel #VPN router, loaded with goodies and a 12-month subscription to our PrivacySafe.app software 🎁

x.com/profdiggity/...
December 20, 2025 at 7:57 AM
Well if I age out of being a #techbro I can always audition for the next season of #StrangerThings.

...did they really have to show them wobbly-riding on Huffy bikes?
December 17, 2025 at 3:18 AM
Great stream today by Ungovernable Misfits with Keonne from #samouraiWallet ✊ Thanks for the excellent Q&A and insights as you and Bill face prison for creating #privacy software that actually works. #pardonsamourai
December 16, 2025 at 5:05 PM
Great photos from #TEDx #MIT this past weekend. A really inspiring and thought-provoking event, as you might expect 🤓 Thanks to john werner for the invite.

www.johnwernerphotography.com/TEDxMIT-Dec-...
TEDxMIT Dec 13, 2025 - John Werner Photography
John Werner is a passionate photographer. He is Managing Director at Link Ventures.
www.johnwernerphotography.com
December 15, 2025 at 10:52 PM
First December #snow in a long while
December 15, 2025 at 3:33 AM
at #MIT for some doings
December 14, 2025 at 5:09 PM
Check out my conversation with BusinessWest about the #cybersecurity field, emerging threats, and where careers in #cyber seem to be headed. www.youtube.com/watch?v=1nIx...
BusinessTalk with Sean O'Brien, Director of Cybersecurity & Computer Science at Bay Path University
YouTube video by BusinessWest Healthcare News
www.youtube.com
December 13, 2025 at 5:40 PM
"AI has been part of #cybersecurity for such a long time... In the 2010s, you could not walk through a trade show without people telling you about their #AI..."

@scottjshapiro.bsky.social at the #Cyber Summit with @profdiggity.com businesswest.com/blog/cyberse...
December 13, 2025 at 5:38 PM
Awesome writeup of our Bay Path #Cybersecurity Summit featuring myself and @scottjshapiro.bsky.social

"AI is an accelerating force... everything old is new again. But because #AI is able to 'think' on its feet, it’s able to probabilistically change direction."

businesswest.com/blog/cyberse...
Cybersecurity Offers Promising Career Paths - BusinessWest
Evolving Threats As high-tech businesses grapple with the implications of artificial intelligence (AI) — and workers worry what that might mean for their job security — those who work in […]
businesswest.com
December 13, 2025 at 5:38 PM
Just got my copy of the #FreeSoftware Foundation bulletin for the #holidays 🤓 Great interview with #FSF President Ian Kelling and a nice photo of all of us from the #FSF40 event!

Show your support with a donation to the FSF: my.fsf.org/donate
December 13, 2025 at 4:42 PM
Steady growth of PrivacySafe.social throughout early #December with *zero* marketing spend and all organic word-of-mouth. Lots of folks discovering #decentralized networks / the #fediverse for the first time. Get @privacysafe.social 🦾
December 10, 2025 at 6:11 PM
Great reporting by Jessica Ka Burbank. Seems to be a frontend for all the big US Cloud #AI players. #DepartmentOfWar kaburbank.substack.com/p/dow-leak-i...
DOW Leak: Inside The AI Platform & Internal Memo
The Department of War has quietly launched a custom AI tool. I obtained an internal memo from Pete Hegseth, along with screenshots showing the Gemini interface.
kaburbank.substack.com
December 10, 2025 at 1:32 PM
Working on @privacysafe.social alongside a couple copies of a modern classic by @pluralistic.net.web.brid.gy . It's a solid way to gear up for the event in #Madison Connecticut tonight! 🤓 #privacymatters
December 8, 2025 at 1:25 PM
Reposted by Sean O'Brien
🤔 caller #privacy for unmonitored, informational phone lines 👇
github.com/connyay/redb...
December 8, 2025 at 5:52 AM
Reposted by Sean O'Brien
December 8, 2025 at 4:50 AM
Thank you Glidus for the 🌽 video I've been waiting for. #WindsOfWinter www.youtube.com/watch?v=Cctm...
Why is there Corn in Westeros?
YouTube video by Glidus
www.youtube.com
December 8, 2025 at 4:44 AM
Special thanks to Dafu Gao from OnePiece Labs and #Solana Foundation for sponsoring this event hosted by #Yale #Blockchain 🤖

I had an amazing time speaking on a panel about #AI and its impact on the #Web3 space and #tech in general.

www.globenewswire.com/news-release...
December 4, 2025 at 3:29 AM
There are examples specifically referenced in Copyright Office guidance, such as a graphic novel / comic that contained panels with #genAI artwork. However, the guidance is not sufficient and without a stronger and clearer doctrine, it's being largely ignored. Please see my full thread + the brief.
December 2, 2025 at 8:29 PM
As I noted in a recent piece in @zdnet.bsky.social, "The commons was never just about free code. It was about freedom to build together."

psafe.ly/E7GbRp

Let's stop pretending all #AI outputs are public domain, for the sake of our digital commons and software supply chains.
Why open source may not survive the rise of generative AI
Generative AI may be eroding the foundation of open source software. Provenance, licensing, and reciprocity are breaking down.
psafe.ly
December 2, 2025 at 7:26 PM
Free and #OpenSource Software *requires* copyright for its foundation. Copyright allows collaborative #innovation and reciprocal licensing to thrive.

developers.slashdot.org/story/25/10/...
Does Generative AI Threaten the Open Source Ecosystem? - Slashdot
"Snippets of proprietary or copyleft reciprocal code can enter AI-generated outputs, contaminating codebases with material that developers can't realistically audit or license properly." That's the...
developers.slashdot.org
December 2, 2025 at 7:26 PM
Users who direct, train, or meaningfully control an #AI system can be recognized as authors under current #law.

My fellow amici @lessig.bsky.social is a founder of @creativecommons.bsky.social. I signed this brief because I also believe deeply in #FreeCulture.
December 2, 2025 at 7:26 PM
It discourages people and orgs from building better #AI tools, creates market instability, and harms creative industries.

The brief highlights that authorship can be understood through existing doctrines like work made for hire.
December 2, 2025 at 7:26 PM