Trying to teach and need help!

So I have a friend who is interested in Roll20 and pathfinder, but they're kind of on the fence. They're basically trying it because i'm encouraging them to, but it's not like they're against the effort. Anyways, I wanted to do a little 1 on 1 DMing with them, where they make a character and I make mini dungeons/fights/traps/etcetera to give them a few test runs. First, i'll get this out of the way: To avoid spending hours making miniature dungeons, does anyone have any modules/suggestions suited for a 1 on 1 experience? Free would be nice, but I would be willing to pay. Second: Do any experienced DMs have advice on helping make the experience more appealing? Things I should be focusing on? How to present the plethora of information in a way that's not to overbearing? Also, if this helps, because i'm most familiar with Pathfinder (and a little new myself), I would prefer the experience to be Pathfinder based. I'm willing to learn other systems (D&D, Shadowrun, etc.) but I don't think it would be conducive to introduce someone while I'm learning.

For a one on one session, just make something up. Have giant spiders infest someone's barn. Have a local woman begging for someone to go find her children. Have the pc come across a burnt wagon with tracks leading away, etc.... Build a few map pages to support any encounter you want to happen. To do that you would do an art asset search inside the campaign on the art library tab. You will want it to load up from your keyword search then scroll down to the on the web section to find maps you can drag and drop into the map area. Find a simple one that you can work with. Toss a few appropriate tokens and create sheets for them then link them properly. Should take an hour or two if you are familiar with roll20. More if you want to use dynamic lighting feature. For a person's first time, it doesn't have to be a big fancy gala event that uses every trick in the book. Keep it easy and run with it.

when explaining D&D to someone, i never make a game, I just sit down with them and do something like this.. Imagine you were in a cave that appears to have been hewn out of the mountain side, a small fire pit lies just off center, smoke still rising from the hot embers, a small groan from one side of the area attackts your attention, and upon examining it you notive an elderly man clutching his shoulder, he appears to be having a heart attack. What do you do? (you can lengthen this to suit) once they answer, you reply, congratulations you just played AD&D then if tehy are intersted you can upgrade to a more detailed game.. (note 1 on 1, for a game is not as exiting as having a group of 2-4 play) Just my opinion

Pat S. said: For a one on one session, just make something up. I do this for interviews, it's more roleplay-ish though with no dice involved other than those I roll.

Whatever you do, make sure the encounter is done in a way to introduce the skills of the character your friend is going to play. It is likely to turn a new player off if the encounter challenge doesn't allow the chance to use their class skills. If he is playing a rogue character, then the challenge should have lots of sneaking around, traps and back stabbing.