How about this for a possible Featherston wins scenario.
President Sinclair decides to support the Reds in the Russian Civil War. U.S. support enables the Reds to eventually win the conflict and establish the Soviet Union. It also infuriates the German Empire, who really don't want to see a powerful communist state arising on their eastern frontier. The Germans thus seek rapprochement with the United Kingdom (who also have a grudge against the United States and don't like the idea of the Soviet Union.) This in turn leads to the U.S growing closer to the Soviet Union. The Pacific War is thus avoided (Japan won't want to risk fighting the U.S. if it means having to fight the Soviets at the same time), but that leaves Japan feeling hemmed in by both the U.S. and the Soviets and thus interested in aligning with the British and Germans.
Flash forward to 1941. An Anglo-German-Japanese alliance faces off against a U.S.-Soviet alliance. Initially there is no war in Europe. (The U.S. under President Smith isn't willing to support France in launching a revanchist war against Germany, and the French certainly aren't going to attack Germany on their own when doing so means having to simultaneously fight both Germany and Britain). However, regardless of what is happening in Europe, Featherstone still launches Operation Blackbeard. Britain isn't officially allied with the Confederates but seeing the early success of Featherston's offensive, the British decide this is their best chance to liberate Canada and get their revenge on the United States, so they join in the war as well. This leads to the Soviets declaring war on Britain which leads to the Germans and Japanese (and maybe also the Austro-Hungarians and Ottomans if they are still allied with Germany) declaring war on the Soviets and the U.S.
The war ITTL goes very different than the war in the canon storyline as Britain is not really fighting much in Europe and thus is able to send most of its army to Virginia to reinforce the Confederates. The U.S. Navy will likewise be very hard pressed in the Atlantic as it is facing not just an undistracted Royal Navy (which would be bad enough) but also most of the Imperial German Navy.
Thus by the summer of 1942 the U.S. is in dire straights. The U.S. Atlantic Fleet has been driven from the sea, and the Confederates are driving on Pittsburgh from the west, while the British Expeditionary Force has overrun Maryland and is advancing on Philadelphia. Rebellions in both Canada and Utah also rage out of control. (The U.S. needs every soldier it can find to deal with the simultaneous Confederate and British offensives and thus has few troops available to deal with those uprisings.) And the situation in the Pacific looks bleak as well as the U.S. really can't spare any resources for a secondary theater which means there is little to stop the Japanese from seizing the Sandwich Islands.) Nor can the U.S. expect any meaningful help from its Soviet allies (who are fighting for their lives against the Germans, Austro-Hungarians, Ottomans, and Japanese.) In such a situation, President Smith will likely have to seek terms (and knowing Featherston those terms will be very harsh.)