Moderate route. Looks good, no changes to be suggested. Maybe take 450 past Williams all the way to Shoals.
Long route. Paoli to English. Stay on 37 btw these two towns. Not familiar with co rd 31/310, but 37 is a blast. On the southern portion, stay on 66 from Derby all the way to Tell City. There are some awesome twisty sections through here. Look out for gravel in the tightest corners. Never been on 545 north of Tell City, usually always just take 145, very fun road. 37 from I-64 north is all new construction, I'd recommend taking 145 all the way up to West Baden Springs (although it's not much better)
Have fun on 135 around Story, and look out for bicyclists and cruisers (not sure which is slower