The first answer might not be the whole answer. Keep digging, keep asking. Zoom in, zoom out. Take a break, focus again.
Go beyond just understanding in order to have a chance to come up with that simple, elegant solution.
One good way to start doing this is to try the 5 Whys approach:
If you have the chance, go back in time by reading the whole interview with Jobs and his team on the making of Macintosh Byte.