The growing behaviors of work-from-home (WFH) and online shopping hold signi cant potential for reducing tra c congestion and emissions. Understanding the frequency and the interplay between these two behaviors is important for successful implementation. This study investigates the recent trends of WFH and online shopping and the underlying factors in uencing individuals' decisions on these two behaviors. Focusing on non-grocery online shopping, this study uses comprehensive survey data collected across the United States during October and November 2021. We develop a Generalized Structural Equation Model (GSEM) to jointly examine WFH and online shopping frequency and their interaction. Moreover, the study investigates the psychological aspects of WFH and online shopping, introducing four stochastic latent constructs-WFH comfort, WFH unproductiveness, online shopping enjoyment, and online shopping inconvenience using the attitudinal variables. Results indicate a positive causal relationship, suggesting that increased WFH promotes online shopping engagement. Perceived comfort and productivity at home affect WFH frequency shaped by factors like home workspace, commuting time, childcare responsibilities, and telecommunications with co-workers. Likewise, perceived convenience and enjoyment signi cantly affect online shopping, in uenced by aspects such as timesaving, and the delivery and return process. Technological tools at home also play a role in WFH frequency. Demographic factors like age, race, income, physical disability, and mode choice habits correlate with WFH and online shopping incidence, while job category and employer exibility in uence WFH frequency. These insights can help policymakers to regulate remote work and online shopping activities as they continue to grow. before the pandemic, rose to 89% at wave 1, and subsequently decreased to 72.5% at wave 3 of the pandemic (Baumann et al., 2023). Online shopping, however, experienced a sustained increase suggested by researchers during the lockdown period as well as the post-pandemic era (Brůhová Foltýnová and Brůha, 2024;Diaz-Gutierrez et al., 2023).Observing huge shifts to WFH and online shopping, these ICT-based activities as part of travel demand management, provide transportation planners and policymakers with an opportunity to address transportation system issues such as urban congestion and GHG emissions (Hensher et al., 2022;Shabanpour et al., 2018). Hence, it is critical to understand what in uences individuals' decisions on WFH and online shopping, as well as the interrelationship between these two behaviors. WFH and online shopping might have a mixed relationship. These two behaviors, for example, can have a positive impact on each other, because people who WFH have more access to ICT devices, are already familiar with how to use such technology, and are interested in using them. According to the latest PYMNTS and Strip report, observing the digital behaviors of over 30,000 consumers in 11 countries, 44% of consumers stated that they were working...