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Stephen Cullen's work experience includes being the Principal and Head of Family Law & Private Clients Group at Miles & Stockbridge P.C. since September 1993. Prior to that, they worked as a Trainee Solicitor at Tods Murray LLP from 1990 to 1992. Stephen also served as a Secondary School Teacher of English and Italian at the City of Edinburgh Council from 1982 to 1987.

Stephen Cullen has a diverse education history. Stephen started their education at The University of Edinburgh in 1977, where they pursued a Bachelor of Arts (Hons.) degree in Italian, which they completed in 1981. In the same year, they also obtained a Postgraduate Degree in Education from St. Andrew's College of Education. In 1982, they furthered their education at the University of Glasgow, earning a Diploma in Education.

Later, Stephen returned to The University of Edinburgh in 1987 and completed a LL.B. degree in Law in 1989. Stephen continued their legal studies and received a Diploma in Legal Practice in 1990 from the same university.

In 1992, they briefly attended the University of Maryland Francis King Carey School of Law, and the details of their degree and field of study from this institution are not provided.

Lastly, in 2012, Stephen obtained the English Solicitor Qualification through the Qualified Lawyers Transfer Test.

Overall, Stephen Cullen's education history highlights their strong foundation in Italian and law, alongside their interest in education.