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Naa- you won't flip. The drag (usually not very severe) acts as if you were pulling back on the tail skid. You'ld have to work hard to hit down with force enough to bounce due to the gradual change of force and the vector of the resulting drag. Actually bouncing the tail could cause the airplane to bend seriously unless this is a tail dragger. Think of the drag like a lead weight attached to your tail by a short rope to visualize it. When the skid loses contact with the ground, it quits dragging.
What will drop your nose (and your prop) is sudden deceleration that doesn't quit, such as standing on the binders hard enough to lock your wheels (mostly in tail draggers) or hitting an obstacle such as a snow berm.
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