Introduction With the increasing proportion of older adults aging with vision loss, low-vision assistive devices can help to support occupational engagement; however, such devices are grossly underused among this population. The overarching purpose of this project was to examine the environmental factors that influence technology adoption for older adults with age-related vision loss. Methods A one-day workshop, which utilized a variety of hands-on methods including Show & Tell, Technology Interaction, and an “App” Assessment activity, was conducted. A total of 19 participants attended the workshop, including 10 older adults with age-related vision loss, six caregivers, one healthcare provider, and two technology industry professionals. Results A total of four themes emerged, including: (1) making life harder; (2) relying on support networks; (3) factoring in the pragmatics; and (4) not me, not yet. These themes illustrate the various ways that environmental factors, including physical, social, cultural, and institutional/political factors, influence decision-making regarding technology adoption by older adults with age-related vision loss. Conclusion This paper demonstrates several environmental factors that influence low-vision assistive device adoption among older adults with age-related vision loss. With their holistic view of clients, including an appreciation for environmental influences, occupational therapists are well positioned to help identify those environmental barriers limiting low-vision assistive device adoption and use.