Christopher Alan Collins, 33, stole more than $100,000 off women he met on dating apps between 2020 and 2021.
He was on bail for swindling more than $90,000 off one victim, in January 2020, when he met another woman on an app and stole her life savings.
Collins manipulated the women to gain access to their banking accounts, transferring their money and using it for online betting.
Victim statements read to the court highlighted the devastating impact Collins' offending continues to have on two of the women.
"I slept well before the world got turned upside down by Chris Collins," said a divorced mother of two, who had her life's savings of $8000 stolen.
"This crime changed me beyond repair."
Another woman, who met Collins on Tinder and had $96,000 stolen while she was on the dancefloor during their date at a Richmond pub, said the offending still consumed her life.
"Overall this has been a very traumatic ordeal for me and still feel like it has completely ruined me," she said, in a statement to court.
"I often go to sleep at night not wanting to wake up and wish it would all go away."
Collins pleaded guilty to 24 charges including financial deception offences, fraud and theft and was sentenced to 22 months in prison with a non-parole period of 16 months in September.
At the time, Magistrate Cecily Hollingworth described Collins' behaviour as brazen and cunning and said it showed his lack of respect for women.
Collins, who appealed his sentence, appeared in Melbourne's County Court by video link from prison on Friday, having now served 13 months of his jail term.
His barrister William Blake argued Collins deserved a shorter non-parole period as he had since undertaken programs to address his gambling addiction and mental health issues.
"The personality disorder and gambling disorder significantly impacted his mental functioning at the time of the offending," Mr Blake told the court.
Judge Richard Maidment said he saw a glimmer of hope Collins' rehabilitation prospects had improved.
"I'm encouraged by the glimmer. If I see someone taking steps towards rehabilitation, positive steps that he doesn't seem to have taken in the past, it fills me with some degree of hope," he said.
"If I was to make the non-parole period 13 months then that would make him eligible for parole now.
"At least it gives him some hope that he will be out by Christmas, if he can persuade the parole board."
He reduced the original parole period to 13 months, which means Collins is now eligible for parole.
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