Your set-up is probably off. If the wheel spacing of the tractor and the center-of-draft of the plow are not set correctly then the plow will not "track" thence the tail wheel will not stay in the furrow. The center line of draft of any plow is one-fourth the cutting width of one bottom measured to the left of the center of the total cut of the plow. On 2-14's that would be 14" plus 1/4 of 14, or 3.5 inches, equalling 17.5 inches. If the narrowest tread achievable on your tractor is 23" from center-line to furrow wheel, then the hitch of the plow must be offset to accommodate the difference. Using the above example, the plow hitch must be off-set 5.5 inches (17.5 + 5.5 = 23) for the plow to track correctly (and the tail wheel to stay in the furrow)
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