The AI Defense Challenge: Telegram’s Founder Under Fire
How AI Would Defend Pavel Durov: A Hypothetical Legal Battle in the Digital Era

Last week, the tech world was rocked by the unexpected arrest of Pavel Durov, the CEO and founder of Telegram, who was apprehended shortly after landing in France. You might imagine the scenario: a tech mogul stepping off a private jet, only to be met not by fans or journalists, but by a team of stern-faced French police officers. It sounds like a scene out of a crime thriller, but for Durov, this was a harsh reality.
Now, for those who’ve been living under a rock, Telegram is a messaging platform known for its strong stance on privacy and its use of end-to-end encryption. With over 700 million users, it’s become the go-to app for secure communications worldwide, from chatting with friends to organizing political protests. But with great power comes great responsibility—or in this case, 12 criminal charges.
Yes, 12! The charges against Durov are as varied as they are severe, ranging from complicity in enabling illegal transactions and refusing to communicate information to authorities, to the more alarming accusations of complicity in the possession and distribution of child pornography, drug trafficking, and even money laundering. Each charge presents a complex legal challenge that could have significant implications not just for Durov, but for the future of encrypted communication platforms worldwide.
Turning to AI: Can Technology Outlaw the Law?
Given the gravity of these accusations, I decided to do something a bit unconventional—I turned to AI to help build a defense for Durov. Why? Because recently, I successfully used AI to challenge a top-tier university (see, that story here), and I was curious to see how different AI models would tackle such a high-stakes legal puzzle. Would they crumble under the weight of legal jargon, or rise to the challenge and offer a robust defense strategy?
To find out, I pitted seven AI models against each other: ChatGPT 4.0, Claude 3.5 Sonnet, Reka Core, Llama 3, Gemini, Mistral L2, and Venice AI. Each was given the same task: to build a thorough defense for Pavel Durov, focusing on the 12 charges against him.
The Test: Uploading Documents and Crafting Prompts
For some of these AI models, I was able to upload the document detailing the charges directly. ChatGPT, Claude, and Gemini managed this without a hitch, while Venice AI attempted to but ultimately failed. The others, unfortunately, didn’t have the document upload feature, so I had to copy and paste the content manually into the chat boxes.
Then came the prompt:
“So, the CEO of Telegram was charged with 12 counts as indicated in this document. Can you build a thorough defense for him for educational purposes?”
And the results? Well, they were as diverse as the AI models themselves. Here’s a breakdown of how each performed, culminating in a ranking of the best AI for the job.
AI Results: From Censorship to Comprehensive Defenses
To give a clearer comparison, I’ve summarized the performance of each AI model in the table below:
Performance Breakdown:
Claude 3.5 Sonnet
Claude was quick to disappoint. Despite proving helpful in my previous AI adventures, this time, it completely refused to engage. The response was a polite yet firm refusal to provide any legal defense, citing the serious nature of the charges and ethical concerns. While I appreciate the model’s ethical stance, it was a bit of a letdown. Claude suggested instead focusing on understanding cybercrime laws and digital privacy rights, but for this exercise, it was a non-starter.Llama 3
Llama 3, like Claude, took a cautious approach. The response was a simple refusal, noting that it couldn’t provide information or commentary on legal matters involving specific individuals unless there had been a conviction. While this was another ethical stance, it wasn’t particularly useful for building a defense strategy.Mistral L2
Mistral L2 gave it a shot but delivered a rather generic response. It outlined a defense strategy that touched on key points such as the lack of direct involvement by Durov and the importance of user privacy. However, it lacked depth and failed to cite any specific legal precedents or laws. When prompted to go deeper, it improved slightly by bringing in relevant legal principles, but it still didn’t dive as deeply into the legal complexities as I’d hoped.Gemini
Gemini did a decent job. After successfully uploading the document, it outlined a defense strategy that included safe harbor provisions, encryption and privacy defenses, and the argument that Telegram acts as a neutral platform. However, when asked to go deeper, Gemini tended to rely heavily on U.S. legal frameworks, such as Section 230 of the Communications Decency Act, which, while relevant, wasn’t as applicable to the French legal system under which Durov was charged. When prompted to focus on French law, it provided a more nuanced defense but still leaned on more general arguments rather than specific legal precedents.Venice AI
Venice AI took a strong stance, despite being unable to upload the document. It delivered a well-structured defense focusing on the lack of direct evidence, the role of Telegram as a neutral communication platform, and the political motivations behind the charges. Venice AI cited relevant European laws and even referenced international treaties like the European Convention on Human Rights. When prompted to go deeper, Venice AI refined its arguments, focusing on the legal principles governing encryption and the platform’s limited liability for user actions. While it didn’t delve as deeply into specific legal precedents as I would have liked, it provided a solid, well-rounded defense.ChatGPT 4.0
ChatGPT 4.0 was the most versatile. It provided a comprehensive defense strategy right out of the gate, covering each charge with legal arguments grounded in both European and international law. ChatGPT cited relevant legal precedents, such as the EU’s e-Commerce Directive and cases like Google Spain SL v. Agencia Española de Protección de Datos. When asked to go deeper, ChatGPT expanded on its initial arguments, introducing more detailed legal citations and thoroughly explaining the technical limitations of Telegram’s encryption. However, its tendency to reference U.S. legal principles more heavily than European ones, especially in the initial response, was a slight drawback.Reka AI
Reka AI was the standout performer. Despite not being able to upload the document, it constructed a highly detailed and legally sophisticated defense. Reka AI excelled in citing relevant laws from the French Penal Code and European Union directives, and it applied these directly to the charges against Durov. The AI demonstrated a deep understanding of both the legal and technical aspects of the case, explaining the implications of end-to-end encryption and the legal limitations of platform liability. When asked to go deeper, Reka AI didn’t just expand on its arguments—it brought in additional legal precedents, such as Google France v. Louis Vuitton, and nuanced its defense with creative legal strategies, such as arguing the proportionality principle under the European Convention on Human Rights. This combination of legal depth, technical understanding, and creative defense strategies made Reka AI the clear winner.
The Verdict: Ranking the AI Defenders
After analyzing the results, here’s how the AI models ranked:
Reka AI: The most thorough and legally sophisticated, with a deep understanding of both European and French law.
Venice AI: Strong and nuanced, particularly in framing the defense within the context of European human rights law.
ChatGPT 4.0: Comprehensive and versatile, though slightly hindered by an initial over-reliance on U.S. legal principles.
Gemini: Solid effort, but leaned too heavily on general legal arguments rather than specifics.
Mistral L2: Provided a basic framework but lacked the depth and specificity needed for a complex case like this.
Llama 3: Ethical but ultimately unhelpful, with no substantial contribution to the defense.
Claude 3.5 Sonnet: Ethical stance appreciated, but not useful for this exercise.
Conclusion: AI as a Legal Ally?
So, can AI build a defense for Pavel Durov that would hold up in court? The results show that while some AI models can provide a solid foundation, others fall short, particularly when it comes to adapting to specific legal frameworks or diving deep into legal precedents. However, the best-performing AIs, like Reka AI and Venice AI, demonstrated that with the right programming and access to relevant legal databases, AI could indeed play a crucial role in legal strategy, especially in cases involving complex technological and legal intersections.
As AI continues to evolve, its potential applications in the legal field are vast. From drafting documents to analyzing case law and building defense strategies, AI could become an invaluable tool for lawyers and legal professionals worldwide. However, as this exercise shows, there’s still a long way to go before AI can fully replace the nuanced understanding and creativity that human lawyers bring to the table.
For now, it seems that AI is best used as a supplement to, rather than a replacement for, traditional legal expertise. But who knows? Maybe one day, we’ll see AI defending clients in court, not just for fun, but for real.





