XP and OE come to mind. They had their issues, but eventually were ironed out over the years.
Then came WLM
Windows Live Mail 2011 has caused a lot of users to tear their collective hair out trying to the simplest of things.. send a few down-sized photos as an email attachment...
The most succinct post (of many) describing the solution is:
http://www.winvistatips.com/re-sending-pictures-wlm11-t830132.html
In summary - WLM sends just a thumbnail of the images you want to send, and uploads the full high resolution image to the user's Skydrive - available to all Windows Live accounts. The recipient of the email can then view the "Slideshow" by clicking on a link to look at the online version of the full size images stored on Skydrive.
We all know NOT to click on links in emails....
The SOLUTION?
Right-click on the selected photos as usual, select send to mail recipient and re-size as wanted
Once it comes up as a photo e-mail – here's the trick - hit view slideshow in the e-mail window
A Photo album tools tab will now appear. Hit the format tab. Click on the paper-click (attachment) icon, and they will now be switched to attachments, at their re-sized resolutions
Here's the kicker:
You need to have a WindowsLive account setup and logged in once for this to work.
[caption id="attachment_378" align="alignright" width="575" caption="Click on the paperclip once you have logged in to WL to attach photos the old fashioned way :)"]
To use the plain WindowsLive email program, no Windows Live account is needed, but without signing up to yet another service, sending photos becomes near impossible - to the point of completely jamming up the outbox - with an error that requires you to delete the "Email Photo and try again"!
Grrr..