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Roger joined Connells as a Sales Negotiator in 1983 having previously worked as a site manager for Charter Homes, a Birmingham-based residential developer. He rose quickly through the ranks to Area Manager responsible for Connells Residential offices across Bedfordshire and Hertfordshire. In 1989, he became Land Director for Connells based in Northampton, where he progressed and developed the Connells Land operation and, in 2019, he was appointed to the position of Group Land & New Homes Managing Director responsible for the Land & New Homes operation across the whole Group.