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I've got a guy from my work who used to play OAD&D way back in the day who I've invited to play a 1-shot with me and some folks from my regular Rise of the Runelords group. I've talked about the big changes between what we play and OAD&D and he's looking forward to it.
I feel like something between lvl 8-12 would be a good range for him to get a feel for what the game has become, but I'm wondering what would be a good adventure that really evokes the tropes of Dungeons and Dragons.
I'm open to converting from 3.5 or even 4e (the story is what I need. I can remake monsters and enemies).
Frog God games offers a lot of old school feel pathfinder stuff.
I agree with victor, pathfinder really drags the higher you go.
OAD&D?
Short for Original AD&D?
Is that 1e?
When you mean 1 shot, do you mean session, or adventure?
If it's just a session I'd say look at the PFS scenarios rather than a module or AP part.
Levels 5-7 are probably the best spot for simplicity of execution while showing off how things have changed. I ran Fortress of the Stone Giants at NTRPGCon with Level 12 pregens and while it was a blast, it stretched some of the old school players a bit.
Destiny of the Sands Part II went over quite well.
I have an old-school 1st ed AD&Der in my weekly PFRPG game. He's a blast-- not afraid to think outside the box and just try stuff. I'd recommend something in the level 5-7 range.
If you're looking for old-school feel, I'm a fan of TPK Games. I'd recommend The Tomb of Caragthax the Reaver. It's a hoot!
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It's a little bit of time investment (20-30 hours of play time) but The Dragon's Demand by Mike Shel has a great 2E feel. As a big fan of AD&D 2E I was really happy to play an adventure that had the old style design ascetic.
If you want a 1E feel with a firm grasp on the PFRPG rules there is just about anything from Frog God Games, as mentioned above. I can't really recommend any one product because I am really only familiar with their longer material. If look for the bylines Bill Webb, Greg A. Vaughan, or Clark Peterson, you can be guaranteed a good adventure.
For a 1st-Ed player, I'd recommend 5-7 level also.
There aren't too many additional features at that level for a melee character.
For a spellcaster, I'd recommend 3-5 level or you'll start to get into information overload.
Do something simple, goblin hole with a dragon, (like that Elmore painting where they string up the dead dragon from a tree, about 5-6 feet tall with a small treasure chest).
Use the cool new PF goblins and their lair, (download We Be Goblins) with a medium red dragon as the boss.
Should be a blast.
I've got a guy from my work who used to play OAD&D way back in the day who I've invited to play a 1-shot with me and some folks from my regular Rise of the Runelords group. I've talked about the big changes between what we play and OAD&D and he's looking forward to it.
I feel like something between lvl 8-12 would be a good range for him to get a feel for what the game has become, but I'm wondering what would be a good adventure that really evokes the tropes of Dungeons and Dragons.
I'm open to converting from 3.5 or even 4e (the story is what I need. I can remake monsters and enemies).
From someone who has played every edition of d&d, I'm taking some old school dungeons and converting them to Pathfinder. It might go over easier if he recognizes the module (or seems familiar).
Failing that you could just take the core idea and whip up a smaller version of it. Just make sure you have all the elements.. combat,a few skill challenges and a thinking/puzzle event.. throw in a little drama with a couple of role-playing scenes. Keep his character in the basics as far as class options are concerned and he should get the system down. The biggest difference imo are skills. Before each class had their own set of abilities.. now it's based on player-option.
As far as level goes..stay with something between 4-7. You get decent options and still get a few advanced ones regardless of race/class combo.
A simple kidnapping with a couple of bandits/thieves or a missing villager who wanders into the abandoned castle/ruins/temple should do. Add in the the nearby wizard or priest who lives alone to dispense advice or low level magic item and he will feel right at home.