I enjoy:
Path Less Pedaled- Great reviews and focuses on non-racing content. Uploads often.
Dustin Klein- As mentioned earlier, amazing music and he's got a very positive attitude while being mildly trenchant and snarky.
Leonard M Lee- Really great production value and very philosophical. Great scenery from the UK. Quite uplifting.
Phil Gaimon- Funny guy. I know nothing about bike racing, and he's an accessible line in for me.
Henry Wildeberry- Deep into the randonneur style and has great rides in northern California near where I live.