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This dissertation is a culmination of work spanning several modes of travel, multiple datasets, and different contexts. Because the proliferation of new mobility services disrupted the transportation ecosystem, I aim to understand travel behavior and investigate how new and traditional modes intermingle. I focus my attention on Mobility-on-Demand which encompasses ridehailing services such as private ridehailing, ridesplitting, and microtransit. In the order listed, they represent an increasing degree of sharing; an increasing number of passengers will share the same vehicle at the same time. While each of them is distinct, there are interactions amongst them and other modes of travel. Therefore, this dissertation also examines the interactions of Mobility-on-Demand with other modes such as public transit, micromobility, and the private automobile.