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Branyan, Guillen, these guys were pretty much consensus "not bad" signings, not 500K freebies off the junk pile (Like Loaiza).
(Upon checking, Garland was a 1R pick who gelled about when you'd expect.)
M's prospects either end up total garbage (1R straight to to DFA like Ackley, numerous Catcher McCatcherfaces, Doctor LHP, etc.) or top of the line (3R, IFA, etc. to All-Star, like Seager, Felix, even Iwakuma, et cetera).
I would suggest that the issue, for even since 1993, is that the M's are very bad at stocking the middle of the cabinet from both free agency and the minors.