In March 1864, Union worries about the safety of Richmond and related security of the prisons, and the scarcity of resources peaked. The next month, Union officer Harland Richardson pleaded "once more" for a "Mr. Reilly," presumably on behalf of the U.S. War Department, to send provisions to Libby. Such requests were either delayed by Libby commandants or ignored, as the U.S. War Department funneled supplies into active Union lines.

Confederates permitted a one-time Union shipment as their own provisions dwindled. During the late spring