Cause headaches for

TRY

Attempting something difficult might leave you with a literal or figurative pain.

The clue "Cause headaches for" hints at the word "TRY" because "try" sounds like "tire," which can mean to exhaust or wear someone out—something that often leads to headaches. It’s a playful pun where the answer relies on the homophone (same-sounding word) rather than the literal meaning. Think of how "trying" situations can be frustrating or draining, tying back to the idea of causing discomfort.