Definition of whipsaw
a saw with a narrow blade and a handle at both ends, used typically by two people.
verb (past participle whipsawn or whipsawed) [with object] North American
cut with a whipsaw:he was whipsawing lumber informal subject to two difficult situations or opposing pressures at the same time:the army has been whipsawed by a shrinking budget and a growing pool of recruits informal compel to do something. Stock Market
, informal subject to a double loss, as when buying a security before the price falls and selling before the price rises.
cheat or beat (someone) in two ways at once or by the collusion of two others.