What does "mechanical sympathy" & "transcend crude oversimplifications" mean?

Am going through a documentation.

In the below quote:

“You don’t have to be an engineer to be be a racing driver, but you do have to have Mechanical Sympathy.” – Jackie Stewart, racing driver

What is the meaning of "mechanical sympathy"?

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In the below statement:

First, let’s think about why it’s important to transcend crude oversimplifications like “disk I/O is faster than network I/O.”

Dictionary meaning of "transcend" is "to rise above or go beyond", but going beyond crude oversimplications? I don’t get the meaning…

2)

What does "transcend crude oversimplifications" mean?