Gastrointestinal stromal tumors (GIST) most commonly arise from the stomach followed by the small intestine and are common causes for an occult gastrointestinal (GI) bleeding. We present an unusual case of a jejunal GIST, which presented as an acute gastrointestinal haemorrhage. This case highlights the importance of an intravenous contrast enhanced abdominal CT with neutral oral contrast for the assessment of gastrointestinal bleeding where non-obstructive enhancing tumour, active extravasations and arteriovenous malformations  (AVM) could potentially be obscured by the use of positive oral contrast. This case also emphasizes on the use of multiplanar image reconstructions that are extremely useful in determining the exact location and size of the pathology.