Clinical artificial intelligence (AI)/machine learning (ML) is anticipated to offer new abilities in clinical decision support, diagnostic reasoning, precision medicine, clinical operational support, and clinical research, but careful concern is needed to ensure these technologies work effectively in the clinic. Here, we detail the clinical ML/AI design process, identifying several key questions and detailing several common forms of issues that arise with ML tools, as motivated by real-world examples, such that clinicians and researchers can better anticipate and correct for such issues in their own use of ML/AI techniques