Acute onset painless jaundice in the elderly population raises the concern for underlying malignant etiology. We present, we want to alert the clinicians of the significance of thorough medication reconciliation, appropriate interpretation of radiology findings and their clinical implications, and the evolving use of endoscopic ultrasound-guided liver biopsy in patients with abnormal liver function tests. The above-mentioned steps along with eliciting the key detail history pertaining to the recent medication use lead us to the diagnosis of amoxicillin-clavulanate-induced cholestatic liver injury, an uncommon cause of painless jaundice.