| Introduction | |
| The Life of Niccolò Machiavelli (1469-1527) | |
| The Mind of a Statesman andnbsp; a Poet | |
| Thinking toward The Prince | |
| Three Political Letters | |
| Savonarola | |
| Machiavelli and the Poets | |
| Florentine Marriages | |
| Machiavelli the Comic Observer Notes on Individual Letters The Letters No. 3 - Savonarola | |
| No. 103 -nbsp;Personal Matters; the difficulties of his mission the Emperor | |
| No. 115 - The return of the Medici to Florence | |
| No. 116 -nbsp;---------------- | |
| No. 117 - Longing for employment by the Medici | |
| No. 119 - Bad Fortune resisted | |
| No. 120 - I must discuss public affairs or be silent | |
| No. 122 - Florentine comedy; desire for employment | |
| No. 128 - Ferdinand V of Spain, the Catholic; the new prince | |
| No. 124 - France, England, Spain, the Swiss, and the Pope | |
| No. 125 - Niccolò's misfortunes; God's help; business | |
| No. 129 - Florentine commerce in the Levant | |
| No. 131 - Foreign powers in Italy; danger from the Swiss | |
| No. 133 - Donato del Corno needs influence with the Medici | |
| No. 134 - France, England, Spain, and above all the Swiss; Mercenary soldiers | |
| No. 135 - The character of Lorenzo de' Medici, Duke of Urbino | |
| No. 137 - Niccolò'snbsp;life on his farm; the composition of The Prince; desire to serve the Medici | |
| No. 138 - Donato del Corno's contribution to the Medici; a Franciscan preacher | |
| No. 140 - He who is held wise by day will never be held crazy by night | |
| No. 142 - Amusement at Vettori'snbsp;account of an evening in Rome | |
| No. 144 -nbsp;A Milesian tale of Florence | |
| No. 145 - Foreign powers in Italy; Swiss power; Machiavelli's finances | |
| No. 146 - A marriage of convenience | |
| No. 148 - Machiavelli's finances; love | |
| No. 150 - Niccolò's new love; probably fictitious | |
| No. 152 - The marriage troubles of a friend's sister | |
| No. 154 - The wisest policy for the Pope is a French alliance; the Swiss as rulers of Italy; neutrality | |
| No. 155 - More on neutrality | |
| No. 156 - Donato's affairs, and Niccolò's own | |
| No. 159 - Grave men at leisure; the new prince | |
| No. 160 - Niccolò's affection | |
| No. 161 - Hopes for prosperity | |
| No. 162 - Waiting for Fortune | |
| No. 163 - Fever and bleeding | |
| No. 164 - Family news | |
| No. 166 - Donato del Corno's affairs;Orlando Furioso | |
| No. 167 - Marriage advised | |
| No. 168 - More on marriage | |
| No. 169 - Legal troubles in Florence | |
| No. 175 - The contract for writing theHistory of Florence | |
| No. 179 - A preacher for Florence; the comedy of business | |
| No. 182 - The comedy of the friars; Rovaio as preacher | |
| No. 183 - More difficulty about the preacher; the friars | |
| No. 185 - Some business matters | |
| No. 186 - At work on the History of Florence | |
| No. 192 - Tuscan farms | |
| No. 196 -Mandragola; pills for stomach and head; a marriage negotiation | |
| No. 198 - Some phrases in Machiavelli's comedy, Mandragola | |
| No. 199 - More on the marriages of Guicciardini's daughters; how to get money from princes | |
| No. 200 - More on the dowers for Guicciardini's daughters | |
| No. 202 -Mandragola; Charles V and Francis I | |
| No. 204 - Will Charles V release his prisoner, Francis I?; Giovanni of the Black Bands | |
| No. 206 - The walls of Florence | |
| No. 207 - The Pope's delays; the walls of Florence | |
| No. 209 - The Pope favors including more land within the walls of Florence | |
| No. 210 - San Miniato as a fortress dangerous to Florentine liberty | |
| No. 211 - The marriage negotiations once more | |
| No. 219 - Machiavelli in Modena; Political ineptitude | |
| No. 219B - The military mistakes of Pope Clement VII | |
| No. 222 - The study of letters and music; a rural problem; the family | |
| No. 223 - What policy for Pope Clement VII? | |
| No. 224 - An unsatisfactory peace | |
| No. 225 - I love my native city more than my soul | |
| No. 227 - Those who gain from war will not praise peace List of Familiar Letters in This Editio | |
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