I shall have a go at this for you :) www.leahg.me

Hi There,

In terms of proportions, should the illustration be landscape (wider)
or portrait (tall & narrow) to best fill the space?

I'd suggest portrait due to the subject matter being ceiling, leak, umbrella, character, and desk.

regards

Beerbottle

Black and white or color?

Due to the quick turn around and low budget, can I submit a rough for your approval and a finished illustration if you like it?