I'm not mad at Batwoman for the prison-thing. Bizarro was a good manipulator and provoker. Throwing the outlaws in a high-security prison - probably so that Batman can deal with the problem when he is back - doesn't sound that bad of an idea. It's not Batwoman's fault that Bizarro then persuaded Waller to use the Outlaws for a Suicide Squad mission.
And I liked the relationship of Batwoman and Jason in the alternate universe of Bombshells.
The New52 run of Red Hood and the Outlaws was my first DC comic I read - and I wasn't really fond of Roy (and Starfire) back then (that's different now). But Roy and Jason had/have definitely a genuine friendship. Come on, Roy attacked Jason with a flamethrower while showering and Jason was cool with it. A truer friendship doesn't exist.