The Team


Sean O’Keeffe | Managing Director

Sean is an experienced manager with a military background that saw him serve in Northern Ireland, Iraq and Afghanistan as a surveillance and reconnaissance specialist. Sean left the Army in 2006 and then went on to join Aegis Defence Services for 5 years on a Department of Defence contract in Baghdad as head of IT and Communications. As the Managing Director of The-Training-Wing, Sean has guided the company from a concept to winners of the Chamber of Commerce’s ‘Best Start Up’ business and also as a finalist at the ‘Audi’ business awards 2013. Sean enjoys fitness, horse racing and reading.

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Jordan Wylie | Director

Having spent almost 10 years in the British Army with service in Iraq and Northern Ireland, Jordan has since gained valuable experience as maritime security specialist, having completed over 100 high risk transits worldwide and being an official security advisor to the IMO, he has extensive operational and training experience with some of the world’s largest shipping companies. Jordan has recently spent two years as a maritime security operations manager with a leading international security company as well as becoming a Department for Transport (DfT) and Maritime & Coastguard Agency (MCA) instructor.

Jordan has developed his industry knowledge significantly by studying for a BA (Hons) in Security & Risk Management with the University of Leicester. At present Jordan is employed as the Director of Operations at The-Training-Wing and is responsible for business development and overseeing all training operations that the company upholds. He has also recently qualified as an International Standards Verifier for Pearson & Edexcel for security training programmes overseas.

Jordan is an avid Blackpool FC fan and enjoys travel, reading, networking (business) and most sports.

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Michael Preston | UK Operations Director

Mike is a highly experienced training instructor and manager with 16 years military service which predominately involved the provision of specialist weapons, firearms and tactics training for armoured and dismounted units worldwide, including in Iraq and Afghanistan. Mike has recently dedicated significant personal time to studying for a level 7 Diploma in Leadership and Management which has benefited the company significantly in period of rapid growth and development, he has also been instrumental in assisting the company in gaining our ISO9001 accreditation.

At present Mike is the UK Operations Director and is responsible for managing a team that coordinates all training courses that take place within the UK. Mike is married with 3 children and is another passionate follower of Blackpool FC.

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Michelle | Executive Training Administrator


Michelle is TTW’s Executive training administrator. Michelle’s role is to administrate all area’s of training, liaising with awarding bodies, students and corporate clients. Originally from the Midlands she moved to the Tidworth area with her family. Michelle started with TTW in April 2013 and has since become an integral part of the TTW team.