@Andrew G Wolfe Good question honestly the biggest challenge was exactly what I posted about above: building real infrastructure on top of a memory system that wasn't actually persistent. I'd lean into a framework for months and then watch it evaporate. What fixed it for me wasn't a workaround inside ChatGPT, it was switching my source of truth entirely. I moved to Claude and treat it as the single canon for my whole business, every framework, every filter, every decision gets written into documents that live there, not just chat memory. ChatGPT still has a role for me as a scratchpad for quick drafts, but nothing load-bearing depends on it remembering anything anymore. So I'd say the challenge now isn't losing the work, it's just discipline: making sure everything that matters actually gets written down instead of trusting any AI to hold it in its head.