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This paper presents a solution approach to optimize vehicle routes for a multi-depot, multi-vehicle, pickup and delivery problem over a large ground transportation network. More precisely, we address ground transportation of orders for the Canadian Department of National Defence using heterogeneous vehicle fleets. The fleets consist of limited number of organizational vehicles hosted at pre-established depots and commercial order delivery services. The proposed approach involves leveraging an insertion cost gradient-descent heuristic followed by a greedy randomized adaptive search procedure. Experimental results generated using the historical orders of the organization indicate that the developed approach is effective in handling a wide range of scenarios and may generate near-optimal vehicle routes with an annual transportation cost reduction between 7.7% and 16.7%.