Sukesh Chandrashekhar, a name that has recently been in the news for all the wrong reasons, is a self-proclaimed millionaire and a notorious conman. Over the years, he has built a web of deceit, with many high-profile figures allegedly caught in his schemes. His extravagant lifestyle, luxury gifts, and audacious frauds have captivated the media. But who exactly is Sukesh Chandrashekhar, and what is his relationship with Bollywood and actress Jacqueline Fernandez? Let’s dive deeper into the life and story of this controversial figure.
Early Life and Background of Sukesh Chandrashekhar
Sukesh Chandrashekhar was born and raised in Bengaluru, Karnataka, into a lower-middle-class family. From a young age, he dreamed of living a lavish lifestyle, which led him to take unconventional, and often illegal, paths. Unlike most individuals, Sukesh had little interest in academics but was obsessed with luxury cars and fast-paced living. His obsession with wealth and status pushed him to venture into several businesses, including real estate. He was also known for organizing car races, fueling his passion for high-end sports cars. However, his ambitions quickly turned criminal.
At the age of 17, Sukesh was arrested for the first time, charged with cheating a businessman out of over ₹1 crore. This was just the beginning of a series of high-profile crimes he would go on to commit, which would eventually land him in prison multiple times. His criminal activities extended beyond simple frauds, involving complex extortion and money-laundering schemes.
Sukesh Chandrashekhar’s Criminal Empire
Sukesh’s criminal exploits came to a head when he was accused of running a ₹200 crore extortion racket while being incarcerated in Tihar Jail. Posing as a powerful figure with connections to high-profile political figures, he duped several businessmen and politicians. Notably, Sukesh posed as the son of influential politicians, including the former Chief Minister of Tamil Nadu and others, to con people out of huge sums of money.
In 2017, Sukesh was arrested for allegedly attempting to bribe Election Commission officials on behalf of Tamil Nadu politician TTV Dhinakaran. He promised to secure the ‘two leaves’ symbol for the Sasikala faction of AIADMK in exchange for money. This case further exposed the reach and audacity of Sukesh’s fraudulent activities. Even behind bars, Sukesh continued his criminal dealings, manipulating people through phone calls and using his influence to gain luxuries inside prison.
Sukesh Chandrashekhar’s Connection to Bollywood
Sukesh Chandrashekhar’s association with Bollywood stars added another intriguing layer to his story. His most publicized connection is with Bollywood actress Jacqueline Fernandez. The two were reportedly involved in a romantic relationship, and Sukesh lavishly gifted Jacqueline a range of expensive items. According to reports, he gifted her five pricey watches, four Hermes bags, several designer outfits, and even a horse valued at ₹52 lakhs. The relationship between the conman and the actress became a topic of discussion after it was revealed that Sukesh had been sending her extravagant gifts while behind bars.
The media caught wind of their relationship when Sukesh, in a letter to Jacqueline from Mandoli Jail, declared his love for her. He went so far as to gift her a customized Gulfstream Jet on Valentine’s Day in 2025, claiming the jet’s registration number was Jacqueline’s birth date. The letter, which was meant to express his affection, only further complicated matters, bringing more attention to their relationship.
Jacqueline, on the other hand, has denied the romantic claims, stating that she was deceived by Sukesh into believing he was a legitimate businessman. She has accused him of using coercion and manipulation tactics, which left her deeply shaken. Despite these allegations, Sukesh has continued to claim their relationship, even sending letters from jail, referring to her as his “Valentine.”
Sukesh Chandrashekhar’s Wife and Personal Life
In addition to his alleged romance with Jacqueline Fernandez, Sukesh is married to Leena Paulose, a small-time actress known for her roles in Malayalam and Hindi films. Leena, who has appeared in films like Madras Cafe, was reportedly aware of Sukesh’s criminal activities and was even implicated in some of his frauds. Together, they have been involved in multiple criminal cases, including a Ponzi scheme that defrauded hundreds of investors.
The couple reportedly got married in 2015. Leena, much like Sukesh, has faced legal troubles related to their illicit dealings. She was arrested in connection with some of the criminal cases Sukesh was involved in, including the extortion and money-laundering schemes.
How Sukesh Chandrashekhar Made His Money
Sukesh Chandrashekhar’s rise to wealth came through various fraudulent activities, including extortion, conning, and money laundering. His most notorious scheme involved posing as a high-ranking government official or relative of powerful politicians to extort money. He used his fabricated identities to manipulate people, convincing them that he could help them with high-level political or legal matters. Many of his victims were duped into paying him large sums, believing that he could solve their problems.
Even from jail, Sukesh managed to continue his frauds by operating a criminal network. He would convince people to pay him for a variety of services, often pretending to be someone from the law or the political world. His ability to maintain his operations from behind bars speaks volumes about his charisma and manipulation tactics.
Conclusion
Sukesh Chandrashekhar’s story is one of deception, ambition, and a constant thirst for power. From his humble beginnings in Bengaluru to becoming a conman with a criminal empire, Sukesh has made headlines for all the wrong reasons. His connection with Bollywood actresses like Jacqueline Fernandez has only added to his notoriety, while his crimes continue to be investigated by multiple agencies.
The life of Sukesh Chandrashekhar is a testament to the extent some people will go to in order to fulfill their dreams of wealth and status. As his legal battles continue, only time will tell how his story unfolds, but for now, he remains a figure of intrigue and scandal, with his crimes, relationships, and lavish gifts dominating headlines.
Frequently Asked Questions (FAQs)
1. Who is Sukesh Chandrashekhar?
Sukesh Chandrashekhar is an alleged conman and criminal, who has been involved in several high-profile frauds, including running a Rs. 200 crore extortion racket. He is currently in Tihar Jail and is being investigated for over 30 criminal cases across various agencies like the Enforcement Directorate, CBI, and Income Tax Department.
2. What is his connection to Bollywood?
Sukesh Chandrashekhar has been linked to Bollywood actresses Jacqueline Fernandez and Nora Fatehi. He has reportedly gifted Jacqueline expensive items, including a customized private jet. His relationship with Jacqueline Fernandez has been a topic of media attention, although she has denied the claims of being in a relationship with him.
3. What are the criminal charges against Sukesh Chandrashekhar?
Sukesh Chandrashekhar is accused of running a large extortion ring, committing money laundering, and impersonating high-ranking officials. He has been involved in several frauds, including defrauding politicians, businessmen, and even celebrities. Many of his crimes were conducted from within Tihar Jail.
4. What is his connection to Jacqueline Fernandez?
Sukesh Chandrashekhar allegedly had a romantic relationship with Bollywood actress Jacqueline Fernandez. He has been accused of sending her lavish gifts, including expensive watches, jewelry, and even a private jet. However, Jacqueline has denied the claims and stated that she was deceived by Sukesh into believing he was a legitimate businessman.
5. What is Sukesh’s background?
Sukesh Chandrashekhar hails from Bengaluru, Karnataka, and began his criminal activities at the young age of 17. He was involved in several frauds, including impersonating powerful figures like politicians and Supreme Court judges. His life of crime escalated into a major financial fraud and extortion operation, leading to his arrest and imprisonment.