I've been using DJB's stuff for ~20 years and I don't like his recent build systems either. Without defending it, I'd just like to offer a theory on why he packages things the way he does.
Back in the day, his build processes were atypical but still much more "normal" than now. He also released his software without licenses. During this time of heavy software development, DJB was concerned about people screwing around with the internals of his software, hurting security or reliability, and then blaming the software rather than the modifications. So his build systems were, I think, designed to lead to the result he wanted, where software behaved and was administered in the same way on various platforms.
In the mid-2000s he re-licensed existing software as public domain and began publishing all new code as public domain as well. Around this time, build systems began to get more wonky. Also, his public work that garnered the most attention shifted away from software toward cryptography. He did some attacks on existing crypto and authored Curve25519, Salsa20, etc.
He's also been putting out a tremendous volume of work in multiple categories. I bet he'd rather work on this stuff than on user-friendly build systems.
So given these points, I think the explanation for his unfriendly build systems is
A) a very strong aversion to people modifying his stuff where he gets blamed if modifications do harm;
B) a shift away from software development, where people generally care more about build systems anyway;
C) a huge level of productivity which results in very atypical Pareto principle choices/tradeoffs;
D) his public-domain licensing.
Given these 4 points, I think DJB is unwilling to take time away from crypto and other work and put it into build systems he doesn't enjoy that will take more time upfront and more babysitting down the road. Fewer people will package it, but the software is public domain and competent people can just add their own build system. This squares with his available time and interests.
So, I don't like his build systems either, but I think I understand where they come from.