In 2008, Pusey was jailed for nine months but had his sentence suspended for assaulting his girlfriend, the court heard.
In 2018, he was convicted of reckless conduct endangering injury when he tried to blow up a Fitzroy pub because staff asked him to leave.
Price said an intoxicated Pusey removed a gas bottle from an outside heater, opened the valve and placed it inside the venue.
In 2019, during a Tiger Airways flight from Melbourne to Brisbane, Pusey filmed flight crew and called one member a "fat cow". He was physically removed and convicted of public nuisance.
Pusey was also placed on a good behaviour bond for stalking in 2018, fined for using a carriage service to menace and hauled back before the courts for a road rage incident that allegedly saw him remove the keys from another car's ignition and drive away with them.
Price said Pusey once placed a "threatening" phone call to a Westpac employee in which he named her young daughter despite never being given her details.
He also cited a threat Pusey allegedly made to an employee from a debt collection agency. In a voicemail message, the 41-year-old told her he would write the company logo on a car and "drive it down Bourke Street". Police say the reference was to killer James Gargasoulas' 2017 rampage that killed six people including children.
"The accused appears to take a disturbing pleasure at causing other people fear and discomfort," Price said.
In opposing bail, police also laid bare Pusey's driving history. They alleged that before he was pulled over on April 22 for allegedly driving at 149km/h in a 100km/h zone, Pusey bragged to friends about speeding on the same stretch of road.
"I did 275 first then when I returned I took us to 300," Price alleged Pusey said. "It will do 350 and it's coming."
Price said Pusey represents a flight risk and has a history which "indicates he doesn't like to be held to account for what he does"
"He has a flagrant disregard for orders made by the court," he said.
During the three-hour bail hearing, which was adjourned until Thursday, disturbing new details emerged about Pusey's actions after a truck hit the four officers last month.
The court heard that as Leading Senior Constable Lynette Taylor lay on the side of the road groaning, Pusey recorded a three-minute video and "zoomed in" on her.
He told her he just wanted to go home and eat sushi but "now you've f***ed my f***ing car", the court heard.
"There is certainly evidence to say one of the officers was alive [during filming]," Price told the court.
"He filmed in a calm manner. There's no evidence of shock in his comments."
But Pusey's lawyer argued his client was in shock and is still suffering the effects of what he saw.
"A collision has occurred in the most horrendous of circumstances. It's difficult to conceive of anything good about it," Vincent Peters told the court.
"He witnessed it. It happened in front of him.
"He is very much in need of ongoing psychological treatment."
On the night of the crash, Pusey sent an email to a Victorian police officer explaining what he had seen.
"I feel very unwell as what I saw was horrific," he wrote. "I went to the doctors and he asked me to see him in the morning. Three males died instantly. [Senior Constable Taylor] was in a state of shock. She was a nice lady. There was a doctor at the scene within seconds. I was behind the steel barrier just moments before the truck came through. I have to sleep now as my head is fuzzy."
The truck, driven by Mohinder Singh, killed Taylor and her colleagues, Senior Constable Kevin King, Constable Glen Humphris and Constable Josh Prestney.
Pusey allegedly grabbed items from his Porsche 911 which had been crushed by the truck. The items included two mobile phones and a bag that police allege contained drugs.
As people stopped on the side of the Eastern Freeway to offer help, Pusey asked for a lift. He allegedly told a witness, "That's my f***ing car, mate."
Pusey is facing charges including driving at a dangerous speed, reckless conduct endangering life, failing to render assistance, destruction of evidence, drug possession, failing to remain after a drug test and committing an indictable offence while on bail.
Yesterday he received three new charges, including two counts of perverting the course of justice and one count relating to drug offences.
Magistrate Joanne Metcalf told lawyers she needed until Thursday to make a decision on whether or not to grant Pusey bail.
Among her considerations is the length of time Pusey could spend on remand before a potential trial. Peters argued that given coronavirus restrictions, the court may not be able to deal with Pusey's matter until 2022.
