Cognitive effort is a central construct in our lives, yet our understanding of the processes underlying our judgments of effort are limited. Recent work has suggested that our judgments of effort are sensitive to the context in which they are made (i.e., the judgment context). Using a cognitive task and stimulus set that has produced a reliable dissociation between judgments of effort and cognitive demand (as measured by performance and other indirect measures of demand), we examined whether evaluation context might be able to eliminate this dissociation (i.e., bring judgments of effort more in line with measures of cognitive demand). To address this question, we conducted four experiments manipulating a number of aspects of the judgment context including, principally, a manipulation of joint versus separate evaluation; whether the judgment was prospective, or retrospective; and whether prospective judgments were made with or without having experienced the cognitive task. Additionally, we collected objective demand measures and examined participants' self-reported reasons for their judgments of effort across the joint and separate evaluation contexts. Results demonstrated that evaluation context has a marked effect on judgments of effort; however, no judgment context appeared to yield a pattern more similar to what is found using measures of cognitive demand. Moreover, the reasons individuals cited for their judgments varied across evaluation contexts. Implications of the present work for our understanding of judgments of effort are discussed. (PsycInfo Database Record (c) 2022 APA, all rights reserved).