Clark's force arrived later than Shelby expected. By about 07:00, Clark's men finally arrived on the field. Jackman's men were aligned to the left, closer to the river, with most of the rest of the Confederate force to Jackman's right. The 3rd Missouri Cavalry Regiment held the extreme Confederate right. The 10th Missouri Cavalry Regiment was sent around the Union rear to attack Glasgow from the north. Clark sent a surrender offer to Harding, using civilians to deliver the message instead of military personnel. The Union commander was confused by the nonstandard use of civilian messengers, and rejected the offer. Clarks' main body south of town forced its way across Greggs Creek beginning around 08:00, although the Union defenders put up a hardy fight. In his after-battle report, Harding stated that his men had been outflanked on both sides of their line. The Union troops fell back into Glasgow proper, where they came under fire from the Confederate artillery on the opposite side of the river, which was more effective this time. Shelby ordered men across the river in a small boat to "West Wind", hoping to use it as a ferry across the river. While the Confederates reached "West Wind", the steamboat's engines had been rendered nonfunctional, and they were forced to return to Shelby as they came. Meanwhile, the 10th Missouri Cavalry's drive from the north had been stymied.