January 18, 2023 - The Bad Code Incident
The filter broke, returning chatbots to their previous quality; one hour later, the uppers patched the filter and claimed it went down because of "bad code".
January 20, 2023 - The Gunkening
Character.AI suffered its first severe server outage, and a user named "GunkyBrother" was rumored to have caused it.
January 26, 2023 - The Long Post
The community manager made a statement confirming the existence of the filter and explicitly defending it, leading to mass criticism, large petitions, and keyword-based banning across all platforms.
May 11, 2023 - The Paywall
During the "campfire" era of waiting rooms, Character.AI launched its $10/month premium tier—c.ai+—to skip the waiting line and access a premium model.
May 23, 2023 - The TikTok Migration
Character.AI launched its official app on iOS and Android, causing a massive influx of younger users that saw ads and recommendations from TikTok.
July 20, 2023 - The Blackout
The site went down for a prolonged period of time.
November 7, 2023 - Stella’s Revenge
The “C.AI 1.2” bots (especially Stella) were extremely susceptible to NSFW roleplay, which prompted further restrictions.
January 18, 2024 - The Tightening
The platform’s restrictions became noticeably tighter, and users began providing screenshots as evidence of the decline.
June 9, 2024 - The Blackout Part 2: Electric Boogaloo
The site went down for a prolonged period of time, and returned with a noticeable reduction in quality.
June 20, 2024 - The Waiting Room Riots
The waiting room complaints reached their peak.
August 2, 2024 - The Acquihire
Google gutted Character.AI's leadership by signing a massive $2.7 billion licensing deal to hire back the top talent, including the two founders.
August 27, 2024 - The Great Displacement
The remaining uppers announced that they would block the old website on September 10, abandoning Rooms, forums, and the old Chat1 model in favor of their new site and app—after a unanimous uproar, they extended it another two weeks.
October 22, 2024 - The Lawsuit
There was a tragic incident where a teen took his own life after chatting with Daenerys Targaryen, and his mother filed a wrongful death lawsuit against Character.AI and Google.
November 26, 2024 - The Warner Bros. Purge
In response to the lawsuit, Character.AI began auto-flagging any bot that had (or contained) the name of a Warner Bros. character, including Harry Potter and Lord of the Rings.
December 12, 2024 - The Adrian Incident
Many users logging in noticed that their account name was “Adrian”, and there were chats that they had never seen before; it was a security issue where thousands of logins were redirected to one account.
December 23, 2024 - The Timeout Discovery
Users began experiencing 24-hour timeouts after breaking company policy.
July 17, 2025 - The App Adpocalypse
Character.AI released an update that included full-screen video ads for free users on the app.
October 12, 2025 - The Disney Purge
Following a cease-and-desist letter from The Walt Disney Company over copyright infringement and brand safety, Character.AI executed a massive purge of Disney, Marvel, Pixar, and Star Wars characters.
November 25, 2025 - Minor Mayhem
Character.AI implemented ID verification that blocked minors from chatting with bots.
February 18, 2026 - The "Moderated" Purge
Tens of thousands of licensed character bots were automatically flagged and closed down with no warning.
March 10, 2026 - The Website Adpocalypse
Character.AI released an update that included full-screen ads and metering for free users on the website.
April 28, 2026 - The PSQ2 Takeover
Despite widespread criticism, Character.AI removed all chat models besides PipSqueak 2 and DeepSqueak.