During the period from 1823 to October 3, 1828, Fort Dearborn was not permanently occupied by troops. Consequently for five years the citizens of Chicago were without protection.

The inhabitants of Chicago consisted principally of French, half-breeds and a few Yankee adventurers engaged in the fur trade. The people had been on good terms with the Indians, and often exchanged friendly visits with them; but now war existed between the whites and Winnebagos, and it was known that Big Foot's band, and perhaps other of the Pottawatomies, were ready to join them. With the exception of the bands controlled by Shabbona, Billy Caldwell and Robinson, the country for two hundred miles around was full of discontented Indians, who were liable to dig up the tomahawk at any time. So the citizens almost imagined they were in danger of a second massacre. But Shabbona quieted their fears by offering to bring his warriors to Chicago and guard it, if it became necessary, and his proposition the people hailed with much rejoicing. Happily this was not found necessary, as shortly after this an express came from Galena with the good news that the Winnebago war was over and Red Bird a prisoner.

In the summer of 1829, a Connecticut Yankee, by the name of George Whitney, came to Shabbona's village for the purpose of trading with the Indians. Whitney's outfit consisted of a covered wagon drawn by two mules, and loaded with a miscellaneous stock of articles of Indian traffic, including a barrel of whisky. The Indian trader had with him a jolly young half-breed named Spike, who performed the duties of teamster, cook and interpreter.

After pitching his tent in the edge of Shabbona's grove near the village, Whitney enjoyed an excellent trade with the Indians, especially in whisky. Many Indians got drunk and became noisy and abusive to their families, seeing which, Shabbona went to Whitney and requested him not to sell any more whisky to his people; but regardless of this request, Whitney continued to sell his distilled damnation to all who had the price. At this Shabbona became justly indignant, and going to his tent one morning he told the trader that if he did not leave the grove that day he would be at the trouble of moving him. As soon as Shabbona had gone, Whitney asked Spike what the angry chief had said. "He said," answered Spike, "that if you are found here at sunset your scalp will be seen to-morrow morning hanging on the top of that pole," pointing to a high, straight pole used by the Indians in their crane dances.

On hearing this Whitney turned pale and trembled; he began at once to take down his tent and pack his goods; at the same time he ordered Spike to catch the mules and hitch them to the wagon as soon as possible. When everything had been hastily tumbled into the wagon, Whitney seized the reins, and whipping his mules into a gallop, quickly disappeared in the direction of Chicago, and was never heard of again in that part of the country.

What a pity white men have not pluck enough to try the same experiment when they see a saloon is about to be forced onto them against their wills, to debauch their sons.

The Sacs and Foxes, Winnebagos and Pottawatomies held a council in February, 1832, at Indian town. Black Hawk, Neopope, Little Bear and many other chiefs of their tribe were present. White Cloud, or the Prophet, represented the Winnebagos, while Shabbona, Waba, Shick Shack, Meommuse, Waseaw, Sheatee, Kelto, Autuckee and Waubonsie were the Pottawatomie chiefs in attendance.

The object of this council was to unite the different tribes in a war against the frontier settlements, hoping to check or drive back the tide of emigration, and save their villages and hunting grounds from the encroachments of the whites. During the council, which lasted a number of days, many speeches were made for and against such a union. The Winnebago chief, White Cloud, called the Prophet, was the leading spirit of the council. His zeal and oratory gave him great influence. He said, in one of his speeches, "If all the tribes are united, their warriors will be like the trees of the forest"; to which Shabbona replied, "Yes, but the soldiers of the whites will outnumber the leaves on the trees."

Shabbona, while not a great orator, possessed honesty and good judgment, and this in a measure atoned for his lack of eloquence. After the death of Black Partridge and Senachwine no chief among the Pottawatomies had as much influence as Shabbona. While Black Hawk was a prisoner at Jefferson Barracks, in the fall of 1832, he told Thomas Forsyth, the former agent of the Sacs and Foxes, that, had it not been for Shabbona the whole Pottawatomie nation would have joined his standard, and then he could have continued the war for years, dictated his own terms of peace, and his people would not have been so crushed and humiliated.

As evidence of the influence of Shabbona it is said that, at the Indiantown council, he induced all the Pottawatomie chiefs except Waubonsie to oppose the union of the tribes against the whites.