| Name | Portrait | Note |
|---|
| Cosimo The Elder *1389 †1464 | Pater patriæ First Lord of Florence de facto |
| Lorenzo The Magnificent *1449 †1492 | Nature will no longer create such a man— Caterina Sforza, Lady of Imola, as soon as she learned of the death of Lorenzo |
| Pope Leo X *1475 †1521 | 217th pope of the Catholic Church |
| Pope Clement VII *1478 †1534 | 219th pope of the Catholic Church |
| Giovanni delle Bande Nere *1498 †1526 | The last Condottiero[1] of free company and father of Cosimo I first Grand Duke of Tuscany |
| Alessandro The Moor *1510 †1537 | Last descendant of the House of Medici's main branch to rule Florence Last Lord and first Duke of Florence |
| Catherine de' Medici *1519 †1589 | Queen consort of France between 1547 and 1559 |
| Cosimo I *1519 †1574 | First Grand Duke of Tuscany |
| Pope Leo XI *1535 †1605 | 232nd pope of the Catholic Church |
| Marie de' Medici *1575 †1642 | Queen consort of France between 1600 and 1610 |