Lex Fridman does a fantastic interview with James Holland discussing a wide range of topics covering World War II. I've really enjoyed listening to this one. Holland is extremely knowledgeable and has some very interesting insights. It is over three hours in total length, but can be watched in several shorter length clips based on topic. Topics covered include Stalingrad and Normandy, the Holocaust, Shermans vs. Tigers, the invasion of Poland, Hitler's role in German military strategy, Russia's role in causing the war and the Molotov-Ribbentrop Pact, etc.
Here is the main video. There are time stamps, or you can find shorter length videos directly on Youtube: