Michael,

 

Thanks for the interest.

 

>>/OR - is this doable inside a preset template that limits images to common sizes?

 

Yes.

 

Please check the following article:

 

 Restricting image uploads by size, width and height

 Automatic Image Resize

 

 

>>Can I set it to offer multiple sizes of image automatically? IE: When people come to upload/insert an image can it provide 2 or 3 different sizing options, say thumbnail, medium, large etc.

 

In the second insert image dialog, you can find an online image editor. You can use this feature to manipulate the images.

Hope it helps.