How to translate "(surname)老板“ in English how does one translate '(surname)老板' from Chinese to English?
I understand that the word '老板' means boss/shopkeeper/shop owner/chief, but when a surname is added in front of their position, how exactly can i translate it so it sounds grammatically correct? 
For instance, let's say I want to translate ‘张老板' into English. So ‘张老板' would become 'Boss Zhang/Shopkeeper Zhang' when used in a sentence. But it sounds so odd and awkward somehow?
You don't translate that. Just say Mr Zhang.

Such obsequiousness is more a Chinese thing.

I call strangers on the street 老板 or 师傅. 

在中国， 你真正的老板是你的女朋友！（别忘了！）