On March 18, Woolmer was found in his room at the Jamaica Pegasus Hotel unconscious after Pakistan were embarrassed the day before by Ireland in a major upset at the Cricket World Cup.
In his opening statement at the Jamaican Conference Centre, Kingston coroner Patrick Murphy noted the inquest is to find out 'when, how, and by what means Robert 'Bob' Woolmer came to his death'.
Other witnesses who testified on Tuesday, included Imogene Douglas, the waitress who served Woolmer three days prior to his death and the hotel maid, (Bernice Robinson, who told the court she noticed a chair was overturned when she entered the room on the morning Woolmer was found unconscious.
Robinson said alarm bells went off inside her head when she first entered the room on the morning of March 18 because she noticed a chair was overturned.
She told the court she saw blood on a pillow and then caught the smell of alcohol and vomit.
It was after this she said she saw a man's leg sticking out of a bathroom door and tried to open it without success so she called for help.
However, it was the testimony of Cary, which took the longest -- approximately three hours answering questions from Jamaica's director of public prosecution Ken Pantry.
He agreed that there could have been a third party in Woolmer's room leading up to the time Woolmer was found unconscious, but was quick to point out that government pathologist, Ere Sheshiah, who conducted the first post-mortem, was also in a better position to conclude how Woolmer died.
After Sheshiah's post-mortem, two days after the death of Woolmer, the Jamaican police first reported inclusive, and then suspicious before saying it was murder.
As the investigation continued, the Jamaican police turned to Scotland Yard for help. Again, the case took another twist when London's Metropolitan Police reached the conclusion, after studying work of a visiting pathologist from Britain's Home Office, that Woolmer was not murdered, but died of heart failure.
Quizzed by Pantry about the overall conclusion, Cary, who will return to the stand on Wednesday, said he can not conclusively state the cause of death.
The inquest is set to determine the cause of the 58-year-old former England and Kent player's death and whether anyone bears any responsibility.
More than 50 witnesses, included chief investigation officer, deputy superintendence of Police Colin Pinnock, will testify in the hearing, which will be presided over by an 11-member jury panel.