Transportation sector is the largest contributor of global greenhouse gas emissions in the USA. Disruptive technological changes in this sector, such as alternative fuel vehicles, are crucial for emission reduction. This report analyzes how a cost-minimizing strategic transition plan can be developed for a transportation ﬁrm that aims to adopt electric trucks in their fully diesel ﬂeet, over time. The report considers the case in which the ﬁrm needs to invest in charging infrastructure required to support this transition, as the public charging infrastructure is currently inadequate. The congestion eﬀect at the charging stations, the charging times, and the potential loss of productive driving time due to detours to reach charging stations are explicitly considered. The report’s results indicate that a transportation ﬁrm that operates with high demand density over a given service region signiﬁcantly beneﬁts from adoption of electric trucks, while also enjoying substantial carbon emissions savings. The analysis also oﬀers insights for governments and regulators regarding the impact of several inﬂuential factors such as carbon cost, content of renewable energy in electricity mix, diesel engine eﬃciency, and subsidizing the charging infrastructure.