In order to successfully transport the supplies that Rocky needed to Thunderhawk City, the Apple Tree Corporation indeed went all out. Not only did they muster their entire escort fleet, but they also hired several large Mercenary Groups. Only then did they arrive at Thunderhawk City.
Similarly, to ensure a smooth handover with the corporation, Rocky had been waiting outside every day since the convoy approached Backhill Village. He did so in order to support them at a moment's notice should they engage in conflict with City of Fury. Although he might not yet be able to challenge them directly, as long as he could get the merchant ships loaded with supplies to Thunderhawk City, the mission would be a success. Hence, Rocky had been guarding the outskirts, ready to provide support at all times.
To everyone's surprise, the City of Fury's fleet, which had once been rampant, did not engage with the convoy as they had in the past but allowed them to pass directly through this time.