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spy out the land
To find out about or come to understand a particular state of affairs or the way a situation exists or has developed, especially before taking any decisive or definitive action. Given the turbulent nature of this market, I think it would be prudent for us to spy out the land before we agree to invest in your company. I'm just spying out the land regarding my parents' divorce before I make any solid plans to come visit them this Christmas.
spy (up)on someone or something
to watch someone or something to learn secret or concealed information. (Upon is formal and less commonly used than on.) Are you spying upon me? I wasn't spying on you! I was just trying to see who you were.
Secretly or furtively observe someone or something, as in The children loved spying on the grownups, or The company sent him to spy on the competitor's sales force. [Early 1600s]
ˌspy out the ˈlandfind out about a situation, a place, an organization, etc. before you make a decision: The manager is sending Mark to Iceland to spy out the land. He wants to know whether we can do business there.
spy onor spy upon
To observe someone or something secretly and closely: A detective had been spying on the mayor's every move for months. The children spied upon their neighbors from the bushes along the property line.
1. To observe some place secretly and closely: The troops spied out the cave and decided it was safe to hide there. The explorers sent a scout into the valley to spy it out before descending.
2. To discover something by observing secretly and closely: Try to spy out what's going on on those rooftops. We followed the other teams' strategies carefully to spy them out.