Michael Calvin, Jonathon Wilson and Balague. They read and listen as genuine students of the game with real insight. I don't always agree with their thoughts but at least they rationalise them with knowledge.
People rave about Ollie Holt, Barclay, Samuels and their ilk but I just don't think they have a great understanding of the game of football itself, the techniques, tactics, strategies, management techniques and mental abilities.
Just my opinion mind you and I'm sure all of those men will say well what do I know (as in me not them).
Listening to people like Jonny Philips you see he has a love of football as an industry but I'm not sure he has any better understanding of the game than any of us (mainly on this board who seem knowledgeable of the game itself). And knowing what I know about people like DW and YW I would say their knowledge eclipses most reporters and pundits we see on TV and social media.
I think the days of listening to the reporter for knowledgeable insight on the game has gone. Motson is a dinosaur who's style hasn't changed for 40 years and he is currently a great example of a style which is completely out of touch with modern fans with the kind of data he spouts having been and gone in blink of an eye.