As an illustrator hired to do whatever came into the art department, I was often faced with challenging subjects.
My personal approach was to gird my lions and concentrate on the essentials. Contrast, composition and style, these can be applied to any subject.
|Mt Rushmore illustrated by M Francis McCarthy|
Copyright Jack Nightingale Artworks
Most of the art I did there was based on or supported with a strong black line drawing. This helps the printer as it covers over many registration issues with the end result being a crisper design on the tee shirt.
Creating art specifically for screen printing is a dying art as there are many "separation" programs like "fastfilms". They do have a learning curve but nowhere near as difficult as doing the art color by color for custom screen-printing.
Anyway, back to challenges, how to deal with them?
Well, for starters you can always take refuge in craft if inspiration is hard to find. Applying a fresh style or new perspective can take you to some great places as well.
I'd have to say that having a good attitude would be the greatest approach to any challenge. I always try to cultivate an attitude of fun and hard work with a positive outcome assured as the result.