Justin Hemmes, 52, was allegedly targeted by a man claiming to be a bikie who said he was owed money by the hospitality billionaire.
An agitated Brendan Sean Cliff allegedly tried to get into Mr Hemmes $100million mansion, known as The Hermitage, in Vaucluse, Sydneys eastern suburbs, in July.
Cliff allegedly claimed to be a member of the Comanchero motorcyle gang, made a gun shape with his hand and demanded a meeting with the Merivale boss.
The police took out apprehended violence orders (AVO) against Cliff, 48, to protect Mr Hemmes, one of his staff and a neighbour, the Sunday Telegraph reported.
Cliff was charged with stalking or intimidating Mr Hemmes neighbour Sally Roth and staff member Louise Hatton, who was at his home at the time of the incident.
Police will allege that Ms Hatton said Cliff looked deranged and was ranting when she saw him outside The Hermitage, a heritage listed home.
She said Cliff was aggressive and agitated and said I need to speak with Justin. I have some s*** to sort with Justin, police documents said.
Ms Hatton reportedly told him that: Justin doesnt live here.
Justin Hemmes, 52, (pictured with his partner Madeline Holtznagel) was allegedly targeted by a man claiming to be a bikie who said he was owed money by the hospitality billionaire
Cliff allegedly said he was connected to the Comanchero and that Mr Hemmes owed him money.
He is accused of making the shape of a gun with his hand and pretending to fire it.
Police will allege Cliff approached Ms Roth, who lives in the property next door to Mr Hemmes, and asked her about the businessman.
Cliff was charged with two counts of stalking or intimidating with intent to cause fear of physical harm to Ms Hatton and Ms Roth.
The police took out three AVOs to protect Mr Hemmes, Ms Hatton and Ms Roth from Cliff, who reportedly lives in Kings Cross, an inner Sydney suburb 7km from Vaucluse.
He is barred from going within 500metres of Mr Hemmes home or anywhere that he works or contacting him in any way.
Ms Hatton and Ms Roth are protected by similar conditions place on the AVOs Cliff is subjected to which relate to them.
An agitated Brendan Sean Cliff allegedly tried to get into Mr Hemmes $100million mansion, known as The Hermitage, in Vaucluse, Sydney s eastern suburbs, in July
Mr Hemmes business empire includes high profile hospitality venues such as the Establishment, the Ivy and Hemmesphere.
Cliff, who was sent for a mental health assessment, is unemployed and gets social welfare payments, was refused bail and has not entered a plea to the charges.
He is listed to face the Downing Centre Local Court on November 13.
Daily Mail Australia has contacted Mr Hemmes seeking comment.