Irish Americans challenged the general American public, as well as the Wilson administration to support freedom for Ireland. By the early twentieth century many second and third generation Irish Americans held powerful political voices. This study focuses on three specific events that influenced second and third generation Irish Americans to rally together in an effort to secure Irish independence. First of all, though some Irish Americans were directly involved in the 1916 rebellion in Dublin, the executions that followed the rebellion influenced many Irish Americans to support the Irish cause. Secondly, Irish Americans joined in a united effort to secure Irish independence with German Americans. Lastly, Irish Americans continuously challenged the Wilson administration to support the Irish cause and to aid Irish freedom. Though Irish Americans did not succeed in their efforts to attain self-determination for Ireland, Irish Americans provided powerful political and financial aid for the Irish cause that helped secure Irish independence in the mid twentieth century. This study concludes with the passage of dominion status and the Irish Free State in 1922.