Vacuum assisted delivery might not be the first-choice route for delivery but remains a viable option when shortening of the second stage of labour is needed. Incorrect placement of the vacuum device, incorrect technique, prolonged use, and multiple attempts often lead to subgaleal haemorrhage, which is a collection of blood in the space underneath the galea aponeurotica. Here we would like to report a case of an infant that was delivered via vacuum assisted delivery after multiple attempts. The unfortunate infant suffered from subgaleal haemorrhage and was promptly assessed and treated. After spending 1 week in our center, he was allowed to be discharged home, with subsequent follow-up showing remarkable improvement. We would like to emphasize on the importance of this case because even though it does not occur very frequently, the consequences can be fatal if the condition is not identified and treated early.