Originally Posted by
Big Bad Voodoo Lou
Sleeper is my favorite of Brubaker and Phillips' crime-noir works, but you should start with the prequel miniseries Point Blank, even though Phillips did not draw that one. Criminal, Incognito, and Fatale are all great too, although I haven't read the last volume of Fatale yet. Brubaker also wrote Scene of the Crime, with pencils by his Daredevil/Gotham Central collaborator Michael Lark and inks by Phillips.
You should also read Brubaker's Catwoman run from the early 2000s, which was excellent. It is currently reprinted in three thick TPBs, but I only cared for the first 24 issues of his run, collected in volumes 1 and 2. It featured some gorgeous art by the likes of Darwyn Cooke, Mike Allred, Brad Rader, and Cameron Stewart. The third TPB reprints #25-37, and it was an abrupt shift of tone that suffered from too many crossovers with the other Bat-books (not included in the TPB) and some very ugly Paul Gulacy art that didn't fit at all with what had come before. #24 is a perfect end-point for this run, trust me.
Brubaker and Greg Rucka co-wrote Gotham Central, a fantastic police procedural series with art by Michael Lark. You get to follow the day and night shifts of the Gotham PD as they solve crimes, often dealing with weird elements and supervillains, often resenting Batman's inteference in their work. The whole thing is collected in four newer TPBs.
Daredevil has been lucky to have at least four excellent writers across the decades: Frank Miller in the late '70s and early '80s (who returned for the best DD story ever, Born Again, in the mid-'80s, and an origin story, The Man Without Fear, in the early '90s), Brian Michael Bendis and Ed Brubaker in the 2000s, and Mark Waid in the 2010s. Waid's story is purposely brighter, more colorful, and more traditionally superheroic, but Miller, Bendis, and Brubaker really got deep and dark in the crime-noir gutters.
I am one of the few who doesn't love Miller's early work, but I can't say enough great things about Born Again, which reteamed him with his Batman: Year One artist David Mazzuchelli. Bendis' run is outstanding all the way through, and it leads directly into Brubaker's run, which had a great first story arc but never quite reached those heights again.
Sandman Mystery Theatre is also a great series from the early-to-mid '90s, a Vertigo series meant for mature readers, set in the late '30s and early '40s. I actually bound my complete run into three custom hardcover volumes. It is co-written by Matt Wagner and Steven Seagle, with Guy Davis on the majority of the art.