1) Maintaining context of the overall project and goals while working in the weeds on a subtask of a task on an epic (so to speak) both in terms of what has been accomplished already and what still needs to be accomplished
and 2) Getting an agentic coding tool which can actually handle the scale of doing 50 small projects back to back. With these agentic tools I find they start projects off really strong but by task #5 they're just making a mess with every change.
I've played with keeping basically a dev-progress.md file and implementation-plan.md file that I keep in context for every request and end each task by updating files. But me manually keeping all this context isn't solving all my problems.
And all the while, tools like Cline are gobbling up 2M tokens to make small changes.