Spam Dunk
Answer: SENTRY
Liam Thomas and Kevin Zhou (Kaz)

Each of the feeder answers clues a word which is one letter off from "SPAM" followed by something - in particular, a letter in "SPAM" is changed. When you interpret the phrase "SPAM something" as a description of something that you are spamming, they each match up with one of the given situations.

FeederClued PhraseSituationSpam PhraseExtracted Letter
MATCH OF THE CENTURYSPASSKY...When you're painting scenerySPAM SKYS
TAILORSEAMSTRESS...When you're writing poetrySPAM STRESSE
CORPORAL PUNISHMENTSPANKING...When you're playing checkersSPAM KINGN
EMBOSSINGSTAMPING...When someone ignores youSPAM PINGT
THREE HUNDREDSPARTAN...When you're doing mathSPAM TANR
BENJAMIN TALLMADGESPYMASTER...When you're plantingSPAM ASTERY

Taking the changed letters in the order of the situations spells the answer SENTRY.