With many thanks to the Enclave Community, especially Akeryl and Mister Pronka in helping to find techniques and skips that made this possible. The Dark Campaign is an absolute beast to tame full of malicious RNG, high damage enemies and traps, and a slew of difficult tricks to execute. Hard Difficulty gives you lower health, lower damage output, and no checkpoints anywhere to revive at. While there are some changes to the equipment and characters used on some levels, the routes used are all the same. After 430 tries, which is the culmination of years of research and practice, and months of dedicated attempts for this run, I can now confidently call this run conquered. The Void has been filled.
If you want to see some of the pain that went into this, here's a video I compiled of 185 deaths from this run