Earlier this year the singing policeman made the leap to performing full time.
"My enthusiasm for the job was no longer there so I took a leap of faith. We Will Rock You soon followed and I had the privilege of playing opposite Annie Crummer as her henchman Khashoggi," he says.
Two years ago, O'Reilly worked with choreographer Emma Morgana Carr. The pair clicked and have been inseparable ever since, welcoming a baby daughter this week.
All these mid-life changes are being channelled for his debut in State Highway 48, which premieres at the Bruce Mason Centre next month.
O'Reilly is pretty excited about the role in the Kiwi-created musical and not just because it resonates with his mid-life changes, but also its deeper connections to mental health and depression.
"The show sends out a really important message about mental health awareness which resonates with most people globally. For myself, I have certain daily practices that help centre me and keep me mentally strong. No-one is immune to depression, so it's important to work on it constantly," he says.