Gregg waxa uu hogaaminayay qeybta ciidamada fardaha ee ku sugnaa Petersburg xili Sheridan uu ku lug lahaa ololaha Shenandoah Valley ee ka dhanka ahaa Jubal Early. Gregg wuxuu ahaa taliyaha ciidanka fardaha, Gregg wuxuu daaha ka rogay dhaqdhaqaaqyada kala duwan ee ururka ee duulaankii Petersburg. Qeybta Gregg waxay si gaar ah uga qayb qaadatay Dagaalkii Labaad ee Deep Bottom, Dagaalkii Labaad ee Ream's Station
, iyo Dagaalkii Beerta Peebles. Dhamaadkii adeeggiisa, waxaa loo dalacsiiyay darajada sarkaal sare.