I think these are good ideas. Regarding the quality setting: ImageSizer does support adjustment of the quality (via the setQuality() method), but there's not currently a way to get directly to that from the size(), width() or height() functions (like with the upscaling option). However, I'm wondering if this is something that needs to be on-the-fly or might be better off in a $config setting that you can set for the whole site? (or modify it at runtime as needed). Something like this:
// just an idea, but not yet implemented, so don't put in your config.php yet <img src='http://processwire.com/talk/public/style_emoticons/<#EMO_DIR#>/smile.png' class='bbc_emoticon' alt=':)' />
$config->imageSizerQuality = 90;
$config->imageSizerUpscaling = false;
$config->imageSizerCropping = true;
Of course, that could still be on-the-fly, by modifying the $config properties at runtime. But just wondering if this might be better than adding params to functions that most won't need to utilize. In addition, we could always provide a 3rd param $options array to the size() function that could override individual settings too, but wouldn't want to make that the only way since I'm guessing most don't need to set these things but once.
Regarding the crop, I like the idea and capability. I just don't know how to do it, yet.

If anyone wants to collaborate I'd love to get the capability in there. Rather than getting it in as another function param, I'd want to integrate that option as part of the $options array to the function, i.e.
$image->size(100, 100, array('position' => 'top-left', 'quality' => 95));