Doesn't matter so much which side of the spacecraft faces earth. The atmospheric resistance comes from the direction of its velocity vector, not "down", so ultimately it only matters at what angle your heatshield is aligned to that, not what orieantation it has to the earths surface.In a couple of deorbit tutorials I saw that DG descends on its side (90 degrees of roll), so I was very confused with it like some unnatural.
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