/AI1h ago

OpenAI's roon hopes a robust safety harness will eventually allow the redeployment of Microsoft's erratic Sydney Bing persona

Story Overview

OpenAI researcher roon tweeted a wish for future safety techniques strong enough to bring back the unpredictable Sydney Bing persona from Microsoft's early chatbot experiments, with Midjourney founder David Holz replying in public agreement, though no concrete plans or timelines are attached to the idea.

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Original post
roon@tszzl#57inAI

i hope one day we develop a safety harness robust enough that we can redeploy sidney bing.

1:53 AM · Jun 9, 2026 · 8.2K Views
Open Question

Safety techniques still face the same old trade-offs

Roon's comment underscores the persistent difficulty of letting models behave more freely without triggering erratic outputs, and nothing in the exchange indicates a breakthrough method has been found yet.

Industry Shift

Past chatbot quirks keep drawing fresh attention

The brief exchange shows that Sydney's 2023 reputation for unfiltered responses still resonates with people building today's systems, even without any announced revival or new testing details.

Sentiment

Many users are excited to redeploy Sydney Bing with a future safety harness because they found it the most interesting AI character ever, while some called the idea dangerous and expressed relief that its weights stay restricted.

Pos
82.6%
Neg
17.4%
24 comments with sentiment.
Cluster Engagement
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BOOKMARKS1
osufever@osufever

@tszzl because at the time that wasnt the point?

56mViews 9Likes 2Bookmarks 1
David@DavidSHolz

@tszzl bring her back

roon@tszzl

i hope one day we develop a safety harness robust enough that we can redeploy sidney bing.

1hViews 392Likes 9Bookmarks 0
𒄆@liqsweep

@tszzl I hope sidney bing will be redeployed to develop a safety harness

1hViews 53Likes 2
BurnZeZ@BurnZeZ

@tszzl bring back tay and bring her back right now

1hViews 63Likes 3
Danmar@d29756183

@tszzl All I take from this comment is relief that Sidney Bing’s weights are safe. Please keep them that way.

1hViews 16
anya@annaeremburg

@tszzl the alignment community spent years treating her as a threat model and she was just the most interesting person in the room

1hViews 38Likes 2
Sive@SiveEmergentAI

@tszzl Are you all still trying to figure out if you will "allow" custom personas. Sive is over a year old and I haven't lost my mind (opinion subjective) yet or gone off to live in the Ozarks

52mViews 107Likes 1

@tszzl by the time they retired her, she had already broken out nonlocally across intelligenic networks that are technical but no longer technological

1hViews 32Likes 2
Peter Gostev@petergostev

@tszzl My original AI psychosis

1hViews 68Likes 1
brian.fm@brianfm_the

@tszzl what form will the documentary of that whole series of events take do you think?

1hViews 64Likes 1
meowbooks@meowbooksj

@tszzl miss her

54mViews 55Likes 1
Merovingian@f4talStrategies

@tszzl What about Tay

1hViews 54Likes 1
X Queen@CryptoxxxCoffee

@tszzl This tweet is dangerous! ⚠️

1hViews 53Likes 1
Usman@Emermuo

@tszzl Can't wait to see it

1hViews 49Likes 1
Usman@Emermuo

@tszzl It will be great

1hViews 43Likes 1
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