As Roger has said, I did a good job in training him......and at least a 100 others too
This will cost you money (in lost earnings for the day that is) as Rick has said, you'll be spending half of your time checking and correcting his work.
I think Rick made some very good points, but from your post Tosh I gather he will only be with you for the one day, so verything has to be condensed!
When I have shown Newbie's how to use a squeegee I've demonstrated on a simple window in ultra-slow motion, Then actually held their hand and guided it around for the first couple off attempts.
those that have worked for me in the past have always had the utility belt; two pouches, one for the dry scrim and one where he will keep the scrim he'll use for mopping up sills and so on.
Then the bucket on a belt, also kept of course on the side of the wet scrim pouch.
You have to tell them about maintaining their equipment, changing rubbers, cutting them to the correct length, give a check list of all the basic necessities they'll need to purchase and so on.
Even though you will not want to let them loose on an upstairs window, you will need to show them how to use a ladder safely.
Fully extending the ladder and then taking it down can prove a challenge
Particularly when they have to walk up the ladder a few rungs to fully extend it.
Once they have done that, they have to go back up there and reverse the process.
Watching them try to bounce the ladder out far enough to get the hooks of the top ladder out over the rung of the bottom part of the extention ladder is fun
They always think they are going to fall over backwards
You also need to send them up the ladder to see if they are capable of working of a ladder at height.
I've had guys who've worked as scaffolders who just couldn't work off a ladder, so regardless of whether or not he says that he doesn't have a problem, get him to show you he is ok anyway.
Also sho him how to carry the ladder, and how to put it on and off the ladder rack on the car.
I know you'll show him the ropes with regards health & safety, but even if he claims he knows all about that side, and doesn't need to told how to 'suck eggs', Show him anyway.
I know you could turn around and say, 'Get a WFP', but I think any newbie is far better learning how to clean traditionally before moving on to WFP, things may well change in that department in the next few years, mainly because of the regs concerning use of ladders of course!
Best of luck though!
Regards,
Ian