NOTE: I'm in the process of migrating this information to the directory. Please refer to the DIRECTORY menu item.
I started compiling a list of English-speaking services available in Tokyo / Japan. I've used some, but not all of these. Those I haven't used came through my expat friend network.
Babysitting / Child Care
Honey Clover - http://www.honeyclover.co.jp/e/
Please see this: How to Get Your Computer Repaired in Japan
Food and Drink
Bento - http://www.bento.com/
Dominos Pizza - http://www.dominos.jp/eng/
Shopping - Online
Amazon - http://www.amazon.co.jp/In-English/b/ref=topnav_switchLang?ie=UTF8&node=1094656
Rakuten - http://global.rakuten.com/en/
No. 1 Travel - http://www.no1-travel.com/
They also speak a number of other languages.
Train Route Finder - http://www.jorudan.co.jp/english/norikae/
Craigslist - http://tokyo.craigslist.jp/
Tokyo Metropolis Magazine - http://metropolis.co.jp/
Various English-OK businesses advertise in this magazine (available both online & in print). Hard-copies can be found at various foreigner hangouts in Tokyo.