You have to make a roll every time that happens for survival. And to quote from page 58 of the PDF:
"► Wound Penalties: Each wound a Wild Card suffers causes
a –1 cumulative penalty to his Pace (minimum of 1) and to all
further Trait tests—up to the maximum of a hero’s 3 wounds.
A hero with 2 wounds, for example, suffers a –2 penalty to
his Pace and any Trait tests."
Notice the statement about "maximum"
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