"How was your day?"
The verb kushinda has at least two very different meanings (i) to win, to defeat, (to succeed at); (ii) to spend the whole day (doing something). So, umeshindaje means something like "how have you spent/passed the day?" but it is essentially a ritualized greeting, so the answer is always "vizuri, salama, etc" and details aren't really required. Due to this second meaning, you could find in a conversation (not a greeting) a sentence like "Leo tumeshinda tukilima shamba la shule." Compare: kukesha -- to spend/pass the whole night (doing something), and the proverb "Wimbo wa kujifunza haukeshi ngomani." -- (roughly) A song someone has just learned doesn't make it through the whole night at a dance.
I'm a bit confused on this. For the hover-hints, you are presented with these choices:
how was your day
Habari za/ya siku/leo
I picked one randomly, (Habarai za), was marked wrong, and given "Habari yako?" as the right answer. This one didn't appear at all in the hints.