I see base, orange, brown, black, top white, gray (this could be used as the underbase as well depending on the shade you use)
Heather shirt is going to be the biggest challenge in having this look good in my opinion. Having multiple grays in the background of the top image and the continents in the bottom fading into the heather are going to look weird. I would maybe make all of the light gray areas white and the other grays a darker gray. You could print your black first and use it as a halftone base under the orange and gray/white to make different tones and maybe even get rid of the brown, but that may lose some of the detail later on the bird and the lettering.