playing both sides

Secretly backing everyone

Playing both sides means secretly supporting or maintaining relationships with two opposing parties, typically for personal advantage.

Someone playing both sides pretends loyalty to each group while actually serving their own interests: He was playing both sides, feeding information to both companies during the merger negotiations.

The phrase often implies deception that will eventually be exposed.

Related

fence-sitting · scheming · duplicity · backstabbing · hedging · treachery · spy · informant · mole · turncoat · fair-weather friend · opportunist · cunning · deception · under the table · loyalty · traitor · chess

Categories
Opposites
loyalty and allegiance

playing both sidestrue blue

Completely and permanently loyal

faithful · devoted · ride or die · partisan · taking sides

strategic positioning

playing both sidesburning bridges

Ruining relationships irreparably

going all in · betting the farm · drawing a line in the sand

Family

play, playing, plays, played, player, players, playful, playfully, playfulness

Familiarity
Top 500,000
Profile
Used worldwide · Timeless · Abstract · Negative · Everyday, not technical · Rated G