I don’t remember any way to set a default watermakr in WLW. I had to enter for each image.
You can try the Polaroid plugin for WLW that leaves a space for a caption.
HTML does not have the concept of an image caption. It would just be a normal paragraph (<p> </p>) beneath the image. You might do something special, like bold it or center it.
A better solution would be to create a captioned_image class and then wrap the image and caption inside of of a div:
<div class=”captioned_image”>
— image and caption go between these tags and have the appropriate styling applied
</div>
This is one of the reasons why I use w.bloggar instead of WLW, because w.bloggar let’s me define keyboard shortcuts to this type of tagging. I can then define the approriate classes in my CSS file and then hit a shortcut key to apply the div tags to my text (any coloured boxes or text in my posts are done using the shortcut keys).
Maybe there is a WLW plugin that adds this functionality, but I haven’t seen it yet.

Thanks for the info, I will definitely check out the Cliboard Live (sure it’s not Clipboard Live?) plugin. It would definitely be a big plus if it compresses images. Although, I’ve noticed that WLW 11 is much better about this than the XP version.
Still one shortcoming is the lack of programmable editor keys that allow me to define my own xhtml shortcut keys. I use a number of CSS classes to apply formatting to my posts and like w.bloggar’s ability to program them directly instead of having to type them out.
Thanks for your feedback.

I’m afraid that w.bloggar is a pretty out of date piece of software – WYSIWYG editting is not something it does. You can always go to the WYSIWYG preview pane and have a look. The options for configuring this are found under Tools –> Blog Properties (or press F2) and edit the CCS tag field. In general, you would just point to your CSS file, however, you can put other tags and info there as well. In my case my CSS tag field looks like this:
<link rel=”stylesheet” href=”http://www.complete-concrete-concise.com/wp-content/themes/cover-wp/mystyle.css” type=”text/css”/> <style type=”text/css”>body {background-color : #F4F1E9;}</style>
Where I added a <style> tag to override the body background colour (the template I am using has an almost black background that it overrides when displaying a post). Unfortunately, this means w.bloggar (using the CSS file) renders with the almost black background.
w.bloggar is not for everyone. As I mentioned, WLW is still probably the best blogging client for the general person. But … if you upload a lot of images , then you have to be aware that WLW does modify those images instead of just straight uploading them. Granted you have to weigh the cost of using WLW to manipulate your image (it makes it really, really easy – I have not seen anything else come close to WLW for this) against image size and bandwidth use – since I run a small site on a low cost host, bandwidth (i.e. time to download a page) is a concern for me (I don’t want to turn people away with long page load times).
Another alternative is to continue using WLW, but to download the images from your host, shrink them down (using, for example, xnview) and then re-upload them. Of course, it is a hassle.
Another really cool feature of w.bloggar is custom keys. Pressing Ctrl-F1 through Ctrl-F2 allows you use your own custom HTML key. I have programmed mine to do the coloured text boxes I use on my site. In my CSS file, I have defined custom classes:
.c1
{
color : #000000;
background-color: #FFF8DC;
margin: 1em;
padding: 1em;
border-style: solid;
border-width: 1px;
}
Then for my custom key (say CTRL-F1) I enter <div class=”c1″></div>. Then I type in my text, select the block and press CTRL-F1 and it gets the proper HTML tagging.
I wish w.bloggar was still been supported and developed. sigh. Good luck with it and if you have more questions, I will be pleased to try and share what I know.
I also just got a new computer with Windows 7 installed, so I will be testing out the latest version of WLW and see if it still has the same image size issue as the XP version of WLW.
Thanks for reading my post and giving me feedback.