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Hooker's confidence had faded to caution, but whether he was "whipped" depended upon Lee and Jackson. Those two officers reined up along the Plank Road at its intersection with a byway call the Furnace Road on the evening of May 1. Transforming discarded Federal cracker boxes into camp stools, the generals examined their options. Confederate scouts verified the Federals' strong positions extending from the Rappahannock River, around Chancellorsville, to the high, open ground at Hazel Grove.
This was the bad news. The Southern army could not afford a costly frontal attack against prepared fortifications. Then, about midnight, Lee's cavalry chief, "Jeb" Stuart, galloped up to the little campfire. The flamboyant Virginian carried thrilling intelligence. The Union right flank was "in the air" -- that is, resting on no natural or artificial obstacle.
From that moment on, the generals thought of nothing but how to gain access to Hooker's vulnerable flank. Jackson consulted with staff officers familiar with the area, dispatched his topographical engineer to explore the roads to the west, and tried to snatch a few hours rest at the chilly bivouac.
Before dawn, Lee and Jackson studied a hastily drawn map and decided to undertake one of the biggest gambles in American military history. Jackson's corps, about 30, troops, would follow a series of country roads and woods paths to reach the Union right. Lee, with the remaining 14, infantry, would occupy a position more than three miles long and divert Hooker's attention during Jackson's dangerous trek.
Once in position, "Stonewall" would smash the Federals with his full strength while Lee cooperated as best he could. The Army of Northern Virginia would thus be fractured into three pieces, counting Early's contingent at Fredericksburg, any one of which might be subject to rout or annihilation if the Yankees resumed the offensive. Jackson led his column past the bivouac early on the morning of May 2.