Oliver Cromwell Oliver Cromwell was born on April 25, 1599 at Huntingdon. He was born into a political family who gave contributions to parliament. After forty-years of being an outspoken politician, he was chosen by his peers to represent Cambridge in the Long Parliament. During this time England was in turmoil with Civil War. In Ireland, just one year after joining Parliament, the rebellion of 1641 broke out against Protestant and English settlers. With England fighting amongst themselves they had no time to remedy the problems in Ireland. Cromwell raised a Calvary regiment, called the "Iron Sides". After being a critical factor in many battles during the ci