Complex sentence: Since his managerial days in England, Fenwick has spent a considerable amount of time in the Caribbean nation of Trinidad and Tobago, which he has enjoyed a great degree of managerial success-winning the Country's professional football league.
Split into simpler sentences: Since his managerial days in England, Fenwick has spent a considerable amount of time in the Caribbean nation of Trinidad and Tobago. He has enjoyed a great degree of managerial success there, winning the country's professional football league.