This challenge was lovingly called "Program Interactive Tracing as a Symbolic Service" (PITASS). They clearly came up with the acronym first... Regardless, we're given the following four files:

Dockerfile, headerquery, and pitass.py

The Dockerfile was mostly not useful given we were missing a bunch of it. Headerquery is an elf that we can run and pitass the python script that we get dropped into when we connect.