There has been talk about Snogualmie Pass, however that is just one of the trouble spots. From Yakima to Ellensburg on 82 in the winter is another section of highway that can be challenging in the winter. It is higher altitude with rolling hills with shaded areas that time of the year and can be icy. There is the river route on 821, but not a place in the winter for a novice, or the summer for that matter. Then just East of Cle Elm is Elk Heights which get more snow and ice, and just West of Cle Elm there can be ice and black ice.
Depending on what truck you have bought or are going to buy, grade braking and/or an exhaust brake are desirable things. But again require some use to understand.
I towed the snowmobile all over this area for many years and learned you do not make any sudden changes, which is all good and well until someone around you screws up. At that point all bets are off.
So, you watch the weather like a hawk and do not even leave Tri-Cities unless it looks like you have a two or three day window of good weather, as you may find small issues that stop you for a day to work out once you get started.
Chris