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It’s a great approach and for sure one of the best ways to not only expand your blues playlist, but also to develop as a musician.

I do however know exactly what you mean about listening to players who are so skilled that it feels a little intimidating. I’m having a similar experience at the minute listening to Robben Ford’s back catalogue – the way that he fuses blues with elements of jazz is just phenomenal, but it is also extremely complex! 😅

Regarding modern blues guitarists and musicians, do you know Kirk Fletcher? His playing is very pentatonic focused (and so a little easier to digest than Derek Trucks’ perhaps) and he places a lot of emphasis on phrasing and feel. I would recommend checking him out if you haven’t already! 😁