The 20-year-old has made headlines for good and bad reasons.
Grealish, 20, has made headlines for good and bad reasons already in his burgeoning career, having been photographed asleep on a road in Tenerife during a night out last June.
He was filmed partying with friends hours after Villa's 4-0 defeat to Everton in November, with manager Remi Garde - who was sacked on Tuesday - making him train with the club's Under-21 side for a while.
On the pitch, he has shown glimpses of his talent, and scored his first goal earlier this season - a wonder strike at Leicester during Tim Sherwood's Villa reign - but a lack of form and fitness has curtailed his progress since that.
Collymore wants to see more of those heroics on a regular basis, urging the Birmingham native to get his head down and focus on football rather than the fame with which it brings.
Collymore wrote on Twitter: "I would pull Jack to the side and tell him if he wants to make it, stay out of the worlds biggest village Birmingham, put his 40k a week in a bank, buy a modest house a modest car, and only come off the training ground and pitch, and into the city nightlife when his performances match the wage that he currently isn't earning, fit or not."
Grealish will play no part in Saturday's clash with Chelsea due to injury, Villa's caretaker boss Eric Black confirmed earlier on Friday.
It remains to be seen if Grealish has done enough to stay in the top flight as the Villans prepare for life in the Championship, with the club 12 points adrift of Premier League safety with seven games to play.