The "radical neoliberal" radically clings to the short term comfort of bandwagon neoliberalism. While their lives are more expensive and more comfortable than someone in effective poverty, both live effectively paycheck to paycheck.

Only if some event beyond the radical neoliberal's control happens, such as getting fired, might they experience poverty and prison. If we tell them this truth it forces them to perceive how dangerous the unrestrained bull market is as it runs loose in our collective fiscal china store. That doesn't at all align with the radical neoliberal's current ideology: "Be shallowly psycologically comforted by DNC POTUS marketing material. Hostility is warranted in rejection of all that does not provide comfort."

The experience of prison and poverty is prerequisite to the radical neoliberal's understanding it. Hypothetical unwarranted imprisonment isn't an ethical means to any end.

The only proactive and ethical means for anyone without experience to understand poverty and prison is empathetically in the context of an existing relationship.