People’s ability to envision the future tends to fall between two unhealthy and unconstructive extremes. On one side, there are those who are blindly optimistic about technology. This attitude is sometimes termed “technosolutionism,” the naïve idea that every problem can be solved with technology. At the other extreme are those so critical of technology that they adopt an unrealistic Luddite attitude, avoiding technology altogether, or they assume that a dystopian future is inevitable and, as a result, become passive. Critical optimism navigates between these two extremes, encouraging an earnest hopefulness that also incorporates a healthy dose of criticality. What futures are possible, which are probable, and, most importantly, which might be preferred?