This chapter delves into the period of 58–50 BC, a time when Julius Caesar, as a general, conquered Gaul and spent significant time on his military campaigns. This narrative homes in on the events and behaviours that shaped Caesar’s career and leadership. Salient questions at this juncture include: What were the pivotal factors that led to Caesar’s triumphs? How did he navigate and overcome setbacks? How did he wield his influence over events occurring and opinions held by those in Rome, even during his absence? And how did his brand and reputation develop during this time?