1. My to-do list model
2. A community-based checklist-making tool. Inspired by The Checklist Manifesto, this site would give you basic tools to build checklists for processes you do in daily life. Those processes could be anything from building a server to cooking a steak. Checklists would be private, but if you’re really proud of your steak cooking process, you could make it available to the rest of the community. Perhaps such lists would be openly editable like Stack Overflow, to continuously update popular lists with the very latest best practices.
3. Remake Vark. Vark was one of my all-time favorite online tools. Then Google bought it and promptly killed it. I think it was ahead of its time. Maybe the time has come to retest the market. (But I would use the web instead of IM as the medium. It’s a richer experience, a lower barrier for non-savvy users, and a less annoying means of delivering ads.)
4. I’m surprised no one has built (to my knowledge) a better, stand-alone version of Campfire. I think synchronous chat is a really underrated means of communication and collaboration. It’d be really nifty if GitHub plugged such a thing into its Enterprise product.
5. I’m surprised that distributed live support hasn’t caught on more with online merchants. Existing customers already help merchants sell their products by leaving reviews. Just about every online store lets customers leave reviews, ostensibly because the content gives potential buyers the confidence to follow through with their purchase. Why not take this a step further and enlist your avid customers as sales agents? If someone is considering buying a pair of jeans, they have lots of questions: fit, care, shade, durability. Providing answers from the mouth of a similar person is probably more effective and cheaper. You could build a network of such shoppers who want to earn commissions by helping other shoppers in real-time, and let merchants easily plug your technology into their site.
Hopefully these are more valuable here than inside my brain.