From within the confines of India’s largest prison complex, notorious fraud accused Sukesh Chandrashekar has proposed a $3 billion investment plan to OpenAI CEO Sam Altman. The offer, made through a legal firm named Anantam Legal, includes an immediate $1 billion investment followed by an additional $2 billion over five years for OpenAI’s Indian operations.
Through his letter to Altman, Chandrashekar expressed enthusiasm about participating in India’s national AI agenda, writing, “Why go to Venture capital Investors? Why should the Big Boys always have the fun? Sam, please just take my money.”
The convicted fraudster claimed to generate approximately $3 billion annually through an online gaming and betting platform operated outside India.
Chandrashekar’s Attempt to Draw Parallels with Altman
Chandrashekar attempted to draw parallels between himself and Altman, noting their supposedly humble beginnings. “Sam, just like how you started from scratch, I too have started from a humble beginning,” he wrote while dismissing his current legal troubles as “false allegations” that remain unproven.
The letter, sent from behind bars, showcases Chandrashekar’s ambitious attempt to position himself as a legitimate business figure despite his current circumstances.
However, Chandrashekar’s criminal history tells a different story. First arrested in 2007, he has faced multiple charges related to fraud and extortion. The Enforcement Directorate (ED) has accused him of running an elaborate extortion operation from within Delhi’s Central Jail, allegedly in collusion with jail officials.

His most notorious scheme involved impersonating government officials from the Prime Minister’s Office to extort over ₹200 crore from Aditi Singh, wife of businessman Shivinder Mohan Singh.
The ED’s investigations have also revealed connections between Chandrashekar and several Bollywood personalities, including actress Jacqueline Fernandez. The agency has questioned multiple actresses regarding their alleged receipt of funds that the ED considers proceeds from money laundering operations.
These high-profile connections have drawn significant media attention to his case and highlighted the extensive reach of his alleged criminal enterprise.
Chandrashekar’s Bail and Ongoing Legal Battles
Despite his extensive criminal record, Chandrashekar recently received bail from the Bombay High Court in a 2015 cheating case, with the court noting his seven-year incarceration while awaiting trial. However, he remains in Tihar Jail due to his involvement in numerous other cases. The court’s decision has sparked discussions about the length of pre-trial detention and the pace of India’s judicial system.
The ED maintains that Chandrashekar has been involved in criminal activities since age 17 and continues to orchestrate fraudulent schemes even from prison. His lawyer has contested the need for continued custody, arguing that the latest case against him was registered in September 2021 and that the timing of his summoning to trace money trails was “belated.” The ongoing legal battle highlights the challenges authorities face in dealing with sophisticated financial crimes.
The investment offer to OpenAI marks a bold new chapter in Chandrashekar’s pattern of high-profile schemes. While claiming legitimate business interests in technology and AI development within India, his track record of fraud and ongoing legal battles raises significant questions about the credibility of his proposed investment.
Legal experts suggest this could be another attempt to establish legitimacy or create opportunities for future schemes.
Due Diligence Crucial as AI Investment Soars
As of now, OpenAI has not publicly responded to Chandrashekar’s unusual investment proposal, which comes at a time when the AI industry is experiencing rapid growth and increasing interest in the Indian market.
The incident highlights the complex intersection of technology investment, criminal enterprise, and India’s emerging AI landscape. Industry observers note that this episode underscores the importance of due diligence in accepting investments, particularly in the rapidly evolving AI sector where large capital infusions have become increasingly common.
The case continues to draw attention from both the technology and legal communities, serving as a reminder of the increasingly sophisticated nature of financial crimes and the importance of thorough background checks in major investment deals.
Meanwhile, Chandrashekar remains in custody as investigations into his numerous alleged frauds continue, with authorities working to unravel the full extent of his operations.