Bass guitar is the answer to everything
View post (drummer n guitarrist at the same time?¿?)
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Dude I ignored your tone def part of the question. Unless the problem is occuring due to a lack of a bass player (which is highly likely.) one thing that might help him with listening to what your playing is for him to learn how to play bass. Just sit down at a drum set and jam every once in awhile with him on bass. Just you the two of you so he can hear how the drums interact with it.