Ambulance officer Rachel Wylde described Mr Woolmore being able to point to the wound on his leg when asked what happened, and she also noticed a large piece of glass lying on the ground between his legs.
She later saw a broken window nearby, which had blood on the glass.
Mr Woolmore became aggressive as paramedics tried to put him in the ambulance, and officers had to restrain him.
While en route to the hospital, he started to 'crash'. He died hours later.
Mr Woolmore's injuries were consistent with being caused by shards of glass, which cut two of the three major arteries in his legs, causing "massive blood loss".
Police found a large hole in one of the front windows of a business close to where Mr Woolmore was found, with blood on the ground.
A scene examination found a footprint in the blood which matched the shoes worn by Mr Woolmore, and a bloodsoaked footprint could also be tracked across the carpark.
Police later found shoeprints on a number of windows along the building and an adjacent office building, which matched the same shoe, suggesting Mr Woolmore had walked along the front of the building kicking a number of windows.
Coroner CJ Devonport ruled Mr Woolmore died as a result of severe shock from losing so much blood.
"After gashing his leg when he kicked the window in, Mr Woolmore did not use his cellphone to call for assistance, and the unwillingness to seek assistance and the resistance shown when ambulance officers assisted is likely as a result of his judgement being affected by a high level of alcohol and cannabis use.
He was survived by his partner Rose Christoforou and 2-month-old son.