Young adults with intellectual and developmental disabilities (IDD) accomplish outcomes in the areas of employment, continued education, and independent living at rates much lower than their peers without disabilities (Newman et al., 2011). Limited reliable and independent transportation is one barrier youth with IDD face in accessing these outcomes (Bross, Fredrick, & Kwiatek., 2023; Feeley et al., 2015). Research related to postsecondary transition planning has identified community experience, self-determination, and parent expectations/involvement as three predictors of postschool success (Mazzotti et al., 2016; Mazzotti et al., 2021; Test et al., 2009). I used a single-case multiple baseline across participants design to analyze the effects of a rideshare intervention on participants' independently completed rideshare steps and generalization of rideshare skills. This study extended research by Bross, Wood, and colleagues (2023) that demonstrated the efficacy of classroom and in-vivo instruction to teach young adults with IDD to use a ridesharing application. All three participants in this study reached mastery and generalized their skills to ride independently, to schedule a ride, and/or to travel to a location novel to the study. One implication of this research is that situated interventions that leverage predictors of postschool success and program for generalization can be effective in teaching young adults with IDD to independently access transportation and their community. Additionally, this study demonstrates that implementing transportation skill interventions within the existing routines of young adults with IDD for relevant participant outcomes can demonstrate a functional relation and be maintained and generalized. [The dissertation citations contained here are published with the permission of ProQuest LLC. Further reproduction is prohibited without permission. Copies of dissertations may be obtained by Telephone (800) 1-800-521-0600. Web page: http://bibliotheek.ehb.be:2222/en-US/products/dissertations/individuals.shtml.]