Well, you are almost bald right now. the visual appearance will be almost the same. Go for it.
You'll look fine. And you will enjoy the nice feel of a freshly shaved head. That is the real selling point for me. A co-working is sporting a pohawk (polish mohawk -- he likes to joke about the ethnicity). He says he loves the smooth feels of the shaved sides. Seriously thinking of going sly like I have done.
Yes, anytime is a good time. Go for it.