If O'leary would back SBF again, whom not 100%, but very likely is both incompetent and a crook, why would anybody ever trust something O'leary said? Why would anybody ever invest with O'leary? The playbook when there is a bankruptcy, along with likely illegal behavior, is to distance oneself, not compound it.
O'Leary can invest again but he needs to supervise and monitor the usage of his investment lot closer to make sure the funds are better invested with projects with high and solid returns and spent lot more prudently. Before it got fucked over by cz zhao, what made FTX weak was its many unprofitable investments and imprudent spending.
I think it's sad that people like O'Leary and Cramer are given such status and the newbies feel like they are special in some way. Even Jeffrey Dahmer had women proposing to him while he was in jail.