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Craig Caffrey started their work experience in 2007 at Jane's by IHS Markit as a researcher and eventually became the lead global military aircraft market analyst. Craig provided analysis for market forecasting products, worked on consultancy projects, and contributed written analysis for publications. In 2012, they transitioned to the role of Principal Analyst, focusing on defense spending analysis and advising on business strategy. In 2019, Craig joined Aviation Week Network as a Senior Analyst, providing aerospace and defense market analysis and consultancy services. Craig is currently serving as the Head of Defence Markets and Data, leading the analysis for Aviation Week's defense sector and providing consultancy services in the industry.

Craig Caffrey pursued their education at the University of Leicester from 2000 to 2003, where they obtained a Bachelor of Arts degree in Politics and Economic and Social History. Craig then attended King's College London from 2005 to 2006, earning a Master of Arts degree in Intelligence and International Security.