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And the correct answer is: Yes, a MEI must have 5 hours PIC time in a Skymaster in order to instruct in it. Reference is FAR 61.195.f.
"Training received in a multiengine airplane, a helicopter, or a powered-lift. A flight instructor may not give training required for the issuance of a certificate or rating in a multiengine airplane, a helicopter, or a powered-lift unless that flight instructor has at least 5 flight hours of pilot-in-command time in the specific make and model of multiengine airplane, helicopter, or powered-lift, as appropriate."
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