This has been a fun project!

First I began with measuring my face...

Then translating my features into a drawing

 

And began playing with hair... this was fun, thinking I can still improve but so far so good.

 

Here I decided to simplify the features of my drawing to make it a bit more cartoony... I found an example I like on Pinterest and went with it

This is option 01:

 

And this is option 02 which I ended up liking best.