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The entente between Antony and Octavian was short-lived, and the scene of action soon shifted from the Forum to the legionary camps. The Consul’s rage at Cicero’s first Philippic reflected a tacit acknowledgment that he could no longer depend on support from the Senate. His year of office was drawing to a close and his priority now was to establish himself in his province with a strong army. Otherwise, he would be politically marginalized. He decided to move at once to Italian Gaul, before his Consulship was over, and to seize it from Decimus Brutus, who was enlisting legions to add to the two already stationed there. For this purpose he needed soldiers and in early October he set out for Brundisium to pick up four legions he had ordered over from Macedonia.

At this point his plans faltered. While his back was turned, Octavian went to Campania and started recruiting veterans. It was completely illegal for someone who held no public office to raise a private army, although forty years previously Pompey had launched his career by doing so. Today’s young adventurer, only nineteen years old, knew that unless he had troops behind him he would make no political headway. The appeal of his name and the added inducement of a hefty bribe of 2,000 sesterces per soldier was persuasive, and Octavian soon had a force of 3,000 experienced men at his disposal. The question now was what should he do with it.

Meanwhile, at Brundisium the Consul found his legions in truculent mood. He promised them only 400 sesterces for their loyalty. Aware of Octavian’s much more generous offer, they booed him, left him standing while he was speaking to them and rioted. “You will learn to obey orders,” was his savage response. Some judicious summary executions brought the soldiers to heel, but morale remained low.

What had been a political crisis was transforming itself into a phony war. The civilian leaders in Rome had no direct access to an army and were on the sidelines. The nearest loyal troops belonged to Decimus Brutus in Italian Gaul, but they were too few to pose an aggressive threat to anybody; he could only await the arrival of Antony, with some nervousness, behind the walls of the city of Mutina.

Between Antony and Octavian there was a standoff. The former was an experienced general and commanded a substantial force, but his soldiers would not follow him against Octavian. For its part Octavian’s illegal army was growing, but he was no military match for the Consul.

Faced with this impasse, Octavian had to regularize his position somehow or he risked being marginalized by both Antony and the Senate. In all probability, Antony would march on Rome, impose a concordat of some sort and then proceed north to Italian Gaul to defeat Decimus Brutus and install himself safely in his province. In January there would be new Consuls, Hirtius and Pansa, who would be able to raise their own troops: this was unhelpful from Octavian’s point of view because they were moderate Caesarians and likely to cooperate with the Senate. Meanwhile, there was no saying what Brutus and Cassius would be getting up to in Macedonia and Asia Minor. It was perfectly possible that they would raise armies and invade Italy if they thought the Republic was in danger.

So the young man and his advisers took what must have been an agonizing step, going against their deepest instincts. This was to ally themselves with the despised Republican leadership, which was only too happy to forget all about Octavian’s adoptive father and had not the slightest intention of making the conspirators pay for his death. But the prize was worth the sacrifice, for, in return for helping the Senate deal with Antony, Octavian and his illegal army would receive official status.

It was at this moment that Octavian decided to approach Cicero: if he could only win over the leading personality in the Senate to his scheme, the other Republicans would follow.

At a safe distance from these alarms and excursions, Cicero continued to devote much of his time to literary pursuits. Besides Duties, he was working on a short dialogue, Friendship, dedicated to Atticus, as a complement to Growing Old, which he probably completed towards the end of November. In it he returned to the theme of his correspondence with Matius: the conflict between loyalty to one’s friend and loyalty to the state. There was no easy answer, he decided, except that one should make sure that a friend deserved one’s trust before giving it to him.

This principle was soon put to the test, for a proposal of friendship arrived from a startling source. On October 31 Cicero, who was staying in his villa at the seaside resort of Puteoli on the Bay of Naples, received a letter from Octavian in which he offered to lead the Republican cause in a war against Antony. The letter was delivered by a personal emissary, who brought the news that the Consul was marching on Rome. “He has great schemes afoot,” Cicero wrote excitedly to Atticus. “So it looks to me as though in a few days’ time we shall be in arms. But whom are we to follow? Think of his name; think of his age.” It was an uninviting choice.

Octavian proposed a secret meeting and asked for Cicero’s advice: should he anticipate the Consul, who would soon be returning from Brundisium with his troops, and march on Rome himself? In Cicero’s opinion, a secret meeting was a childish idea because news of it would inevitably be leaked. He wrote back, explaining that it was neither necessary nor feasible; but he recommended that he go to the capital. He told Atticus: “I imagine he will have the city rabble behind him and respectable opinion too if he convinces them of his sincerity.”

Octavian’s approach was not a one-time advance; it quickly grew into a courtship. On November 4 Cicero reported that he was being pestered:

Two letters for me from Octavian in one day. Now he wants me to return to Rome at once, says he wants to work through the Senate. I replied that the Senate could not meet before the Kalends of January, which I believe is the case. He adds “with your advice.” In short, he presses and I play for time. I don’t trust his age and I don’t know what he’s after.

The future for Republicans lay in splitting the partisans of Caesar. Moderates grouped around Hirtius and Pansa, the following year’s Consuls, were likely to align themselves with Cicero and the constitutionalist majority in the Senate. In theory that would isolate Antony, increasingly desperate to find himself a safe provincial base, and Octavian, with his magical name. However, they both commanded the loyalty of the legions. Together they would be irresistible and it was essential that nothing be done to persuade them to overcome their differences and join forces.

Cooperation with Octavian would raise two difficult issues. If Cicero wanted to play this dangerous and delicate game, he would have to work with people who operated outside the constitution; he might even have to act unconstitutionally himself. However much he told himself that this would be for the greater good, dubious means might subvert virtuous ends. This was certainly the view of some of the conspirators, who were deeply suspicious of any accommodation with the new Caesar. The more immediate question was how far the young man was to be trusted. If his short-term interest was to align himself with Cicero and the Senate, what were his long-term aims? It seemed that the people around him, like Balbus and Oppius, shared the dead Dictator’s belief that the Republican oligarchy was incompetent to run an empire and would have to give way to some kind of autocracy.

For the time being Cicero kept his distance. For some days he wondered nervously whether or not to join Octavian in Rome. He did not want to miss some great event; but then it might not be safe to leave the coast: Antony was approaching and Cicero could be cut off and at the Consul’s mercy. On balance he felt that Octavian’s project of taking his new troops to Rome was daring but ill considered. Nevertheless, he acknowledged Octavian’s growing popularity and decided that he might, after all, go to the capital before January 1, as he had originally intended.