Inspired by the difficulty to obtain the gold-standard measurement of eyelid position in children, the authors present a proof-of-concept study of a simple measurement tool paired with digital photography. Patients and their siblings between the ages of one-year to 21-years-old, presenting to a single ophthalmology clinic, were consecutively recruited. Inclusion criteria included being able to fixate an object and follow verbal commands. Participants had both a clinical examination and mobile phone photography with the order of assessment being randomised. The mobile phone photos were taken with children wearing a pair of adapted spectacle frames with laminated rulers attached to both lateral sides and in a variety of positions; primary position, downgaze and upgaze. A proportion of recruits had repeat examination to assess repeatability. Seventy children were recruited with the inclusion of 140 eyes in total. A higher proportion of photographs rated as a poorer quality were from the youngest age group. Reliability between different observers using the photographic measurements was reported as excellent. The authors present a proof-of-concept study which presented a photography technique which could be reproducibly performed and graded by non-ophthalmologists. This technique has the potential to be widely used by other specialties and adds to the range of telemedicine assessments.