Throughout history the use of social engineering has developed to become more intricate and elaborate through the use of emerging technologies. Social engineering is the act of using different methods of deception to gain access to computer systems or valuable intel. There are numerous examples of social engineering appearing throughout history such as faking letters and army commands during war time, these were incredibly basic but foundational to preparing for further attacks. Modern social engineering can be utilised using technology, examples of this include Wagnergate and DreadPirateRoberts. More recently, developing technologies which utilise modern AI tools to orchestrate auto generated phishing, vishing and deep fakes which can all be incredibly dangerous and scandalous. Case studies for these include fraudsters using AI voice manipulation to steal £200k from a company and deepfakes being used for political disruption. Countermeasures for these emerging technologies include elaborate and up to date staff training and anti phishing tools. The future of AI based social engineering includes more advanced AI based attacks but also allows for countermeasures to utilise AI for improvements.