In 2013, Chan presided over the trial in the High Court of Lam Mei-ling, who was found guilty of laundering HK$6.7 billion between May 2002 and December 2005. It was the second-biggest money laundering case in Hong Kong. Chan sentenced Lam to 10 years' imprisonment.
In 2017, Chan presided over the trial of former Chief Executive of Hong Kong, Donald Tsang, in the High Court on charges of bribery and misconduct in public office. The jury convicted Tsang of misconduct in public office, but could not agree on the bribery charge. When Chan sentenced Tsang to 20 months' imprisonment for the count of misconduct in public office, he said, "To the outside world, sentencing appears to be an easy task. To most judges, it is the most difficult part of their jobs. This case is of no exception. Never in my judicial career have I seen a man fallen from so high". Chan also presided over the re-trial, but again the jury was unable to agree on the bribery charge. In a later written decision, Chan observed that public relations consultants had arranged for prominent public figures to sit inreserved seats in the public gallery in the courtroom during the re-trial. Chan was of the view that "The objective was undoubtedly to inform and impress upon the jury that the Defendant was a good person and had support from people across the whole spectrum of the society". Chan stated that "Had the engagement of public relations firm or consultant been brought to my attention earlier, I might consider discharging the entire jury". The former Secretary for Justice, Wong Yan-lung SC, who attended Tsang's re-trial, issued a statement describing Chan's observation as 'factually incorrect', while former Financial Secretary, John Tsang, issued a statement that his attendance at Tsang's re-trial was solely out of concern for a friend.
In 2017, Chan heard and dismissed the application brought by Nancy Kissel for judicial review of the Long‑term Prison Sentences Review Board's decision not to make a recommendation to convert her indeterminate life sentence to a determinate one so as to facilitate her release.
Tang Lin-ling
In 2018, Chan presided over the trial in the High Court of a number of Occupy protestors charged with contempt of court for impeding the due execution of a High Court injunction by refusing to leave the junction of Nathan Road and Portland Street in Mong Kok in 2014. A member of the public, Tang Lin-ling, who was sitting in the public gallery and observing the first day of the trial, took three photographs on her mobile phone inside the courtroom. Tang said to Chan, "I’m happy to take pictures with you, judge." Chan replied to Tang, "This is a big issue in my court. Too many people have come to court to take pictures of witnesses and jurors." Chan adjourned the matter and released Tang on HK$50,000 bail. However, Tang failed to post bail. The Police discovered that the residential address given by Tang was non-existent. Chan therefore issued an arrest warrant for Tang. Tang was subsequently arrested at the JW Marriott Hotel and brought before Chan, who ordered Tang to be remanded in custody. Tang stood trial before Chan as a litigant in person as she refused legal assistance. Chan found Tang guilty of contempt of court, sentenced her to 7 days' imprisonment and ordered her to pay the prosecution's legal costs in the amount of HK$197,260. Chan remarked, "These are very expensive photos." As Tang had by then already been in custody for 7 days, she was deported the same day to Shenzhen. Tang has since been denied entry to Hong Kong. After this incident, the Chief Justice issued a Practice Direction regarding the use of mobile phones and other devices in courtrooms for court proceedings involving a jury.
