One of my favorite pieces of GM support software (in fact, one of only two RPG specific programs I use) is the Everchanging Book of Names. I have yet to see any OSR mention of it so I wanted to list it today. You can setup name parts and patterns that fit your world and let it generate away. Several books (sets of parts and patterns) are available include one for Greyhawk as well as other popular settings and literary sources. My favorite is, of course, Glorantha.
D6: Detailed Hexcrawl Rules
Justin has an interesting series of rules for running hexcrawls designed to keep the hexes behind the screen while players react to the environment.
D8: System Matters in the Sandbox
Ravencrowking has a multi-part discussion of why system aspects are needed for a sandbox to work. That he concludes the system in D&D 3.x and Type IV aren’t conductive to sandbox play isn’t a surprise. What I do find interesting is his conclusion on what currently available game beats out any version of D&D or retroclone for this position. By the reasoning he gives a retro-clone plus An Echo Resounding and Adventurer, Conqueror, King would meet the “best of show” standard as well.
D10: Nine Minute Campaign Design
Another one of those quick questions to get your setting down post that I’ve found useful.
D12: Crowd Funding by the Ton
Lamentations of the Flame Princess is trying to crowd fund 19 separate adventures. There are bundle options where you can get all that fund for much less than buying print plus pdf for each individually. If you are a Pembrooktonshire Gardening Society there are discounts on the bundles. It is Indiegogo, not Kickstarter, which means you pay upfront and get refunded if they don’t fund. Given my two favorite OSR companies (LotFP and Sine Nomine) are effectively teaming up in it I’m most interested in seeing The House of Bone and Amber by Kevin Crawford (of Stars Without Number and Red Tide fame as well as the afore mentioned An Echo Resounding) although I’ll be buying the bundle.