[notfried]

Who will be responsible for figuring out what AI features to build? I think it is reasonable to look into it, seriously, with the point of view of "can we disrupt ourselves before being disrupted." This doesn't mean putting a significant engineering team behind this, but, to put a significant effort in figuring out what is it you could build, and what an ROI on that would be.

You've two outcomes from this, either you do find a disruptive AI angle and move a sufficiently-large part of your team to it, or you don't, but figure out a minimal effort that would satisfy the "investor positioning angle". The third option, to do nothing or aggressively push back against AI and the CEO's desire, would potentially yield to no Series C or a down-round, which is something that you, your CEO, and your customers would not like.