outflanker

Goes around defensively

One who outflanks—getting around an opponent's side to gain advantage.

The term comes from military tactics, where flanking means attacking from the side rather than head-on.

It extends to any clever maneuvering around opposition: He was an outflanker in boardroom politics, never confronting rivals directly.

strategy

tactician

Skilled planner of action

innovator · chess-player · gambit · positioning · anticipation · countermove · deception · misdirection · calculated · cunning

military

maneuver

Deliberate tactical movement

feint · diversion · infiltration · ambush · skirmish · raid · reconnaissance · decoy · penetration · cavalry

surprise

ambush

Surprise strike from concealment

bushwhack · startle · shock · preempt · undercut · circumvent · sucker-punch

Opposites
tactical approach

outflankerbattering ram

Heavy beam for breaching

charger · blunt instrument · sledgehammer

strategic disposition

outflankeroutflanked

Bypassed at the flanks

defender · fortifier · holdout · rearguard · target

Family

outflank, outflanked, outflanking

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Used worldwide · Timeless · Rated G