The Metropolitan Property Management Blog

On September 9, 2025, I attended the Re-entry Simulation hosted by Trillium in Martin County. What I thought would be a structured exercise quickly became one of the most eye-opening and impactful experiences I have had in understanding the struggles faced by individuals re-entering society after incarceration. The event began with powerful insights from Judge Regina Parker, Chief District Court Judge for District 2, and Jeron Randall, Reentry Coordinator, who spoke about the systemic challenges justice-involved individuals encounter immediately after release. Their remarks set the tone for the simulation, preparing us for the weight of the choices we would soon face.  I was handed a packet that represented the life of someone just released. In it, I learned whether I had identification, housing, or education, along with a list of my release obligations such as rent, child support, probation check-ins, and mandatory drug screenings. To make things more difficult, I drew a “wild card” that simulated a learning impairment, making it harder to understand key instructions. Others received cards tied to mental health conditions or addiction recovery, each adding another layer of challenge.