Before dropping down again, climb onto the higher roof on the right.
Or, if you've already climbed down, use the crates in front of the building to get back up to the roof with the machine gun. Then climb onto the higher roof on the left.
Jump to grab the horizontal bar on the flagpole. Swing around it and jump to grab the crates stacked against the next building. Pull up. Use manual aim to shoot the wooden box (circled in the screenshot above) and then snag the bronze reward (1/5) inside with your grapple.
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