Journaling and Memory Retention Features

I’m a power user of ChatGPT Plus who uses it extensively for journaling, memory strengthening, and emotional tracking. One of the biggest limitations I’ve encountered is the lack of seamless long-term memory integration for Plus users.

Right now, features like:

  • Persistent journaling across chat sessions
  • Automatic emotional flag logging
  • Recall of recurring personal themes or prior entries
    are all manually managed or require extensive re-uploading, re-referencing, and clarification—even when I’ve already shared that information multiple times.

I’ve tried to circumvent limitations by uploading a “Meta-Journal,” which consists of hundreds of diary entries in a single word document, use long chat sessions (which eventually hit maximum length), and clear the memory from time to time to prevent the system from freezing up–also the memory fills up quite quickly. Ideally, I would like a way to do voice diary entries and extract patterns over time from my reflections so I can make better decisions going forward. However, ChatGPT Plus struggles with dates and cross-chat referencing, and doesn’t seem to notice the time-stamps in my “Meta-Journal.” At the moment, you can’t upload more than 20 files in a project, so I can’t circumvent these limitations with more uploads either.

Suggested upgrades or feature requests:

  1. A low-cost Pro tier (e.g., $30–40/month) with long-term memory capabilities—not just the $200/month Team version.
  2. Better project-based context anchoring, so I don’t have to constantly re-upload files like my Meta-Journal or re-explain recurring personal history.
  3. A dedicated journaling mode or toggle for memory-based conversation tracking with minimal formatting required.
  4. A clean “flag and forget” system for emotionally charged memories—something like a built-in Emotional Ping Log that doesn’t reopen old wounds but still lets me track mental patterns.

I’m trying to build a system where AI supports self-reflection, not just productivity—and right now, that workflow feels clunky, incomplete, and hard to scale.

This isn’t just about memory—it’s about making AI a real partner in growth, not just a notepad I have to keep feeding.

Thanks for considering this. I’d be happy to test any features like this in early rollout if you need feedback from someone who uses journaling workflows deeply and consistently.