Magus Coeruleus
Explorer
I houseruled that when outside of an encounter, assuming the healer can access the recipient (i.e. touch), the PCs get the max roll value. Frankly, it doesn't make enough of a difference or advantage to bother me and at least it's easy as pie to figure how many Healing/Inspiring Words are needed to get people to full or desired hp where there's no uncertainty for rolls. Of course if they do this in a dangerous area they risk an encounter and having some expended already. While in practice one would use both of the 2 uses of Healing Word (to use that one as the example) at the beginning of a 5-minute block, I have no interest in rolling to determine when the encounter happens and saying they have 0 or 2 available, and would usually just say they have 1 available in that circumstance.