ART DILEMMA: Challenging Myself, Doing Something other than Faces

As I draw the hair for my newest creative project, I ask myself, am I challenging myself?
I draw faces most of the time,
Should I do something different?
should I try and draw an entire scene or buildings (which are hard for me)
Am I putting enough detail in my art?

Is it aesthetically pleasing enough?
What about the intention behind the art, is the artist suppose to have a particular purpose.

All of these questions inhibit the artistic process and keeps me from finishing, maybe even keeps me from being true to myself, being authentic.

Let me know what you think or if you have ran into similar thoughts and what is your solution