“Whether you’re flying airplanes, driving boats, or fighting hand-to-hand, the men and women of our nation’s military take a risk every single day of their lives. “
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Two changes.
1) Change “you’re” to “they’re”. The reader (or listener) is not the one flying/driving/fighting.
2) Use ‘risks’ instead of ‘a risk’, as they usually take more then one.
“Whether they are flying airplanes, driving boats, or fighting hand-to-hand combat, the men and women of our nation’s military risk their lives every single day.”
Yes that’s correct grammar.