>>808577In case this was no clear, the first gear check has to happen a few days in advance so he'll have time to fix missing gear, get new shoes/break new shoes etc.
The one the night before/morning because newbies tend to load up their pack, decide it's too heavy and leave important stuff behind.
Last thing, during the hike itself, try not to baby him but treat him as equal as much as possible. Of course you're the final authority, but make him part of the process of decision making.
Or try to.
All of the advice above are things that happened to me when taking newbies out. Some of them caused suffering, some of them caused an early end of the hike (shoes for example, too much heavy food cause the guy to suffer too much and he decided to quit. Was carrying a couple of pic related)
