Early Dredd is episodic, IMO fun and kind of nuts. It hits its stride after a while, mixing long arcs with shorter stories. You can just start at Prog One and skip stuff as you like.
I’d recommend reading just a few early progs to get a feel for it, then look up the early Judge Death bits, The Day the Law Died, and The Cursed Earth. Don’t recall the publication order, sorry.
Then go for the first really fuckhuge story, Block Mania followed by Apocalypse War.
If you’re still with us, there’s a recommendation list that gets posted occasionally. I will now post Judges Anderson and Hershey snogging in an attempt to Simon Judge Anon, the resident expert.