Other painful and more debatable decisions fell to Churchill. The French fleet was attacked to prevent its surrender intact to Hitler. A heavy commitment was made to the concentrated bombing of Germany. At the height of the invasion threat, a decision was made to reinforce British strength in the eastern Mediterranean. Forces were also sent to Greece, a costly sacrifice; the evacuation of Crete looked like another Gallipoli, and Churchill came under heavy fire in Parliament.
Almost a year has passed since I came down here at your Head Master's kind invitation in order to cheer myself and cheer the hearts of a few of my friends by singing some of our own songs. The ten months that have passed have seen very terrible catastrophic events in the world - ups and downs, misfortunes - but can anyone sitting here this afternoon, this October afternoon, not feel deeply thankful for what has happened in the time that has passed and for the very great improvement in the position of our country and of our home? Why, when I was here last time we were quite alone, desperately alone, and we had been so for five or six months. We were poorly armed. We are not so poorly armed today; but then we were very poorly armed. We had the unmeasured menace of the enemy and their air attack still beating upon us, and you yourselves had had experience of this attack; and I expect you are beginning to feel impatient that there has been this long lull with nothing particular turning up!
After the Allied successes in the Mediterranean, Churchill's American allies made known their desire to come to grips with Hitler's armies in northwest Europe in a series of additional wartime conferences. These began with the TRIDENT meeting in Washington in May 1943 and culminated in the first meeting of Churchill, Roosevelt, and Soviet dictator Josef Stalin in Teheran, Iran, at year's end. At the conclusion of the Teheran meeting the Americans and Soviets had overridden Churchill's lingering doubts and had secured a firm commitment to launch a cross-Channel attack in northwest France by the late spring of 1944, together with a supporting amphibious operation in southern France. Related Objects
The grave tone of Churchill’s speech made some impression and may have contributed in some measure to the rather pessimistic atmosphere of today. […] The contents of the speech were on the whole expected but some apprehension has been caused throughout the country on account of the PM’s reference to ‘fighting alone’. This has led to some slight increase in doubt about the intentions of our ally [France].
On the first day of 1942, Churchill and Roosevelt, along with representatives of China and the Soviet Union, signed a declaration creating the United Nations. This wartime alliance eventually grew to include twenty-six countries and to form the nucleus for a lasting international organization. For the next year Churchill tried to forge good working relationships with his most important ally, the United States, as well as with the Soviet Union and the Free French led by General Charles de Gaulle. Churchill often differed with the Americans over questions of grand strategy and the future of the British Empire, but he was able to resolve many issues in the course of face-to-face meetings with Roosevelt in Washington and, later, in Casablanca, Morocco. Related Objects
The Churchill wilderness years have been likened to the Biblical prophet Jeremiah, who pleaded in the desert for the people of Israel to change their ways. Others compare him to Cassandra, the prophetess of Troy whom Apollo cursed with always being unheeded. The best comparison is that of the Athenian orator Demosthenes, who wielded his rhetorical gifts to warn of the military threat from Philip II of Macedon. The Athenians ignored Demosthenes’ “philippics” until war was upon them.
At the Board of Trade, Churchill emerged as a leader in the movement of Liberalism away from laissez-faire toward social reform. He completed the work begun by his predecessor, Lloyd George, on the bill imposing an eight-hour maximum day for miners. He himself was responsible for attacking the evils of “sweated” labour by setting up trade boards with power to fix minimum wages and for combating unemployment by instituting state-run labour exchanges.
His rhetorical technique continued to develop over the years. His elaborate, Victorian style of oratory seemed increasingly out of touch and irrelevant and he began to adopt a more spontaneous speaking style. Here Churchill writes to his wife Clementine, who was away on a 4-month cruise, in one of his charming 'Chartwell Bulletins' portraying life at Chartwell in her absence: “At sixty, I ... now talk to the House of Commons with garrulous unpremeditated flow ... [W]hat a mystery public speaking is! It all consists in ... selecting three or four absolutely sound arguments and putting these in the most conversational manner possible. There is apparently nothing in the literary effect I have sought for forty years!”.Although he later reverted to his usual more formal ‘literary’ style – the use of rhythm, argument, repetition of words and phrases, using archaic words to conjure up nostalgic references to the past – he also interspersed this with intimate and conversational asides, a combination which was to serve him well in later years.

Even though the U.S. was desperately trying to build up its military forces throughout 1941, Roosevelt decided to give the British some of the United States' most advanced weapons. Military aid to Britain was greatly facilitated by the Lend-Lease Act of March 11, 1941, in which Congress authorized the sale, lease, transfer, or exchange of arms and supplies to "any country whose defense the president deems vital to the defense of the United States." Related Objects

Turning once again, and this time more generally, to the question of invasion, I would observe that there has never been a period in all these long centuries of which we boast when an absolute guarantee against invasion, still less against serious raids, could have been given to our people. In the days of Napoleon the same wind which would have carried his transports across the Channel might have driven away the blockading fleet. There was always the chance, and it is that chance which has excited and befooled the imaginations of many Continental tyrants. Many are the tales that are told. We are assured that novel methods will be adopted, and when we see the originality of malice, the ingenuity of aggression, which our enemy displays, we may certainly prepare ourselves for every kind of novel stratagem and every kind of brutal and treacherous maneuver. I think that no idea is so outlandish that it should not be considered and viewed with a searching, but at the same time, I hope, with a steady eye. We must never forget the solid assurances of sea power and those which belong to air power if it can be locally exercised.

Churchill was writing to Cockran, a Democratic congressman from New York City, about the economic problem of the “trusts,” which was then front and center in American politics. As we shall see, Churchill had strong views about how governments would need to respond to social changes in the twentieth century—indeed, that question was the focus of his early ministerial career—but from his earliest days, even before he entered politics, he saw that the new scale of things in the modern world would be felt most powerfully in the area of warfare. His observations about the “terrible machinery of scientific war” in The River War led him to ask what would happen when two modern nations—not Britain and the Sudanese Dervishes—confronted each other with the modern weapons of war. It was a question no one else was asking.

Nevertheless, our thankfulness at the escape of our Army and so many men, whose loved ones have passed through an agonizing week, must not blind us to the fact that what has happened in France and Belgium is a colossal military disaster. The French Army has been weakened, the Belgian Army has been lost, a large part of those fortified lines upon which so much faith had been reposed is gone, many valuable mining districts and factories have passed into the enemy’s possession, the whole of the Channel ports are in his hands, with all the tragic consequences that follow from that, and we must expect another blow to be struck almost immediately at us or at France. We are told that Herr Hitler has a plan for invading the British Isles. This has often been thought of before. When Napoleon lay at Boulogne for a year with his flat-bottomed boats and his Grand Army, he was told by someone. “There are bitter weeds in England.” There are certainly a great many more of them since the British Expeditionary Force returned.

Winston Churchill Speech WW2