Depends on how much you rely on this vehicle.
If its your daily I'd suggest a new rad, trans cooler lines and built trans before anything else.
If you can live without the car if you break it, I'd just mod away till it breaks while saving a little as you go for the inevitable.
But again, if you anticipate at making 225-250 WHP, the stock trans should be plenty.
A cam or intercooler would bring you into the mid/high 200's, both into the low 300's.
High 200's puts the input shaft at risk.
Low 300's puts the chain at risk.