A debugging tool is provided that is capable of recording code paths taken during a program's execution, and along the way capture the memory state at configurable points in time such as function exits or statements. The tool also records interactions with external systems like a database, and captures which statements resulted in interactions with these systems. An analysis of the output of the debugging tool enables a developer to understand which part of the code executed; what the value of relevant variables were at configurable points in time; and which code statements correlate to which interactions with external systems.