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Twenty three words carry K second and I third, and nearly every one of them starts with the same three letters.
S opens twenty one of the twenty three, and every one of those runs SKI. SKILL, SKIRT, SKINS, SKIES and SKIER are the entries you are most likely to want.
Two of the twenty three open with a vowel, and both are ING forms of short verbs. AKING is a variant of aching and EKING comes from eke, meaning to make something last.
So the first box is effectively a yes or no question. Either the word begins with S, or it is one of those two.
N takes the fourth box in five of the twenty three, E in four and M in three. With ten letters appearing there, the fourth box is where this pattern actually gets decided.
SKIRT tests the R and T without repeating anything. SKILL doubles the L, which spends part of the guess on a letter you gain little from.
The shrill sound of bagpipes, and also the verb for making it. SKIRR, meaning to move rapidly with a whirring sound, sits beside it.
To boast, in Scottish, Irish and Australian usage. It is common in speech in those places and almost unknown elsewhere.