2000 jeep grand cherokee laredo hesitates in 2nd gear when cold

Is it manual or auto trans? If manual the gear lube is thicker when cold and the syncronizers tend to stick and not slide free for grind free shifting or for locking into gear.
If Auto trans if the jeep is warmed up setting then cycle the gears before driving. If that helps then the fluid is not getting through the valve body properly. It could be metal in the body or filter or cold seals are letting fluid by til the seals warm, expand and hold pressure. I'm assuming trans fluid is good, not old. One item that can lead to poor cold shift in an auto trans is a bad torque convertor. Since it seems to be a second gear issue the second section of the trans could have a bad seal. In an auto trans I'd take to a shop and have a cold pressure test done. They will tell which one is the problem.