In a blender pour in the milk, add the pitted dates, cacao powder, and chia seeds. No need to pre-soak — the blender handles everything.
Blend on high for 60–90 seconds until completely smooth. You're looking for a silky, pourable mixture with no date chunks or whole chia seeds remaining.
Divide evenly between two small ramekins, glasses, or jars. Give each one a gentle swirl to level the top.
Cover with cling film or lids and chill. Two hours gives a soft set; overnight transforms it into a luxuriously thick, scoopable pudding.