This is another of my famous trying-to-help-my-parents threads My parents phone me every other day for help emailing pictures. They get really confused by the whole exporting from iphoto, choosing a size, etc. It would be much easier with mail.app because they could just click the email button in iPhoto. Unfortunately they like webmail because they can access it when on holiday etc. So the way I see it there are three options: 1. Get them .mac (advantages: interchangeable between mail.app and web, and interface the same on both. disadvantages: expensive, maybe unreliable?) 2. Get them a cheap imap service (disadvantages: webmail services often have clunky interfaces for beginners) 3. find some little utility or applescript that will automate uploading pictures to GMail. Any ideas?