File Upload Cap Severely Undermines Multi-Project Use Case in Paid ChatGPT Plus Tier

I’m a paid ChatGPT Plus user working on a multi-document, multi-project ecosystem involving serialized texts, structured progress reports, philosophical codices, and business documents. My use case requires me to reference and update dozens of files repeatedly across sessions (e.g., .txt, .docx, .pdf). I’ve worked extensively to generate structured progress reports within ChatGPT itself, but the system forgets them entirely unless I manually re-upload every file in each new session.

Here’s the problem:
• Uploading the same files just to refresh ChatGPT’s memory quickly consumes my session upload limit.
• Once I hit the cap, I can’t even continue work on my own projects—despite the fact that all documents originated inside this very interface.
• This creates a paradox: I’m paying for a tool that generates high-value content which I then cannot reuse or build on without recreating the scaffolding each time.

I’m not asking for document storage of arbitrary files. I’m asking for:
1. Persistent access to files I created within the system (at least across sessions).
2. The ability to reference prior progress reports or structured outputs ChatGPT itself created.
3. A viable way to manage complex projects without hitting upload ceilings.

This limitation directly undermines the potential of ChatGPT for serious, system-level thinkers and builders. Please consider improving this functionality—or at minimum, offering a memory tier that allows for persistent file recall per project.

Thank you,
RunningCody

Had to post here cause link for help center in app doesn’t work. The website through safari on my phone kept referencing a dialogue bubble that wouldn’t load and any section I did get to load wouldn’t give me a feedback option.