Rollo Carpenter
Rollo Carpenter is a British computer scientist who developed a chatbot that learns from conversation. At 16, he programmed a talking bot; he put Jabberwacky online in 1997 and won two Loebner Prizes with his bots. In 2008, he co-founded Existor; Cleverbot won a 2010 BCS prize and scored 59.3% human in a live Turing test in 2011. He co-authored a 2020 review on chatbots for language learning, published the science-fiction novel Versality in 2021, and co-wrote MACHINEHOOD with an LLM in 2024. He remains the creator of Cleverbot, which continues to learn from user conversations as of October 2026.
Timeline
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1981–1997
Jabberwacky learns from users
At 16 in 1981, he spends his savings on a 1K microcomputer and programs games and a bot to talk to. In 1988, he sees how a feedback loop can make a chat program learn. Jabberwacky.com goes online in 1997 with 20,000 entries from Carpenter and his friends.
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2005–2006
Two Loebner Prize wins
His bots win the Loebner Prize in 2005 and 2006.
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2008
Co-founding Existor
He co-founds London-based Existor with Keith Harrison in 2008, building AI for natural-language conversations.
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2010–2011
A BCS prize and Turing test
A special version of Cleverbot wins the BCS Machine Intelligence Competition in 2010 after a quick-fire Turing test. In 2011, the British computer scientist's bot scores 59.3% human in a live Turing test, based on 1,334 judges' votes.
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2014
Parallel processing for Cleverbot
In 2014, Cleverbot is re-engineered to use parallel processing. Carpenter describes plans for a more semantic Cleverbot 2.0.
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2020–2021
Language-learning bots and Versality
In 2020, he co-authors a Language Learning & Technology review about bots as language-learning partners. His science-fiction novel Versality is published in 2021.
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2024
Co-writing MACHINEHOOD
In June 2024, he co-writes MACHINEHOOD with an LLM trained on almost 20 years of Cleverbot data.
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As of October 2026
Cleverbot keeps learning
He is the creator of Cleverbot, a live AI that continues to learn from user conversations.
Most-cited works
- Bots as language learning tools
- Bots for language learning now: Current and future directions
- EMERGING TECHNOLOGIES Bots as Language Learning Tools
- Computing Machinery and the Individual: the Personal Turing Test
- Building a human-like conversational android based on large amount of chat dataWith Hiroshi Ishiguro
Sources and credits
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- Versality - a novel by Rollo Carpenter - metaverse science fiction
- Cleverbot - Machine Intelligence Prize 2010 - BCS
- Talk time: Rollo Carpenter
- Games acquire the art of conversation
- Google’s Acquisition Of DeepMind Could Shine A Light On Other British AI Startups
- BCS SGAI Home Page
- Highest score in a live Turing test
- Turing Test: The bots are not amused - A Cleverbot Press Release, June 2014
- Bots for language learning now: Current and future directions
- MACHINEHOOD, a very short story
- Cleverbot.com - a clever bot - speak to AI with some Actual Intelligence?