That's Republican McKinley raising the flag, and Dim W.J. Bryan chopping at the mast. A political cartoon, but accurate nonetheless. You will find all kinds of parallels between these conflicts, especially as regards muslim insurgency, domestic U.S. backbiting, and a long, steady and eventually successful political process in the occupied land.
"Take your choice--Do you want a man who, having raised the stars and stripes on our new possessions, ... or a man who will cut down "Old Glory"?
This comparison, often made by Max Boot, doesn't hold up. The Phillipine insurgency was different in an important way from the Iraq insurgency. Most notably, the Phillipine insurgents hardly had any guns and were generally armed with knives and machetes. They had disarmed themselves shortly before the U.S. occupation began. Iraq, by contrast, is awash in guns. Despite the lack of guns by the insurgents in the Phillipines, over 2,000 American troops died.