Our Man in Havana (1960)

Expatriate Englishman Jim Wormold lives in pre-revolutionary Havana with his teenage daughter. Owning a poorly-performing business, he accepts an offer from the British Secret Service to recruit a network of agents in Cuba. Wormold hasn't got a clue where to start, so he decides to manufacture a list of agents and provide fictional tales for his masters in London, and is soon known as the best agent in the Western Hemisphere. However, it all unravels when the local police decode his cables and start rounding up his 'network' and he learns that he's the target of a group out to kill him.

Source: TMDb