Mike, Relax first of all. You have a Jake, just leave it on and in high all the time. Your transmission will automatically downshift as needed as you climb. I have found (in our 2000XL that we had) that 4th gear selected with Jake on high worked well on any downgrade. I'm assuming that will work the same on our H, as its the same engine, trans and Jake, unless the added weight changes it.
Corey Grubb & George Prentice
1999 H3-45 Vantare
Will & Grace-fierce felines
Cedar Hammock, FL.
The road goes on forever
and the party never ends