Advisor instead of assistent. I’m stuck building, help needed.

I work in a highly strategic and complex place. The pace is enormous and the mental load even so.

I’m looking to build an AI workflow for emails and meeting preparations that goes beyond a standard assistant. I use chatgpt+, but it keeps losing context (in projects and custom gpts).

I want something closer to a digital advisor that can:
– use all my uploaded documents (thousand+ emails, PDFs, notes, etc.)
– store them in a persistent knowledge base
– automatically find the right context whenever I paste a new message
– give reasoned advice, not just summaries
– draft emails or documents in my style
– stay consistent over time

  • without me tagging or organizing everything

Important:
I don’t need automatic capturing tools. I’m happy to manually upload files as long as the AI can later search everything automatically during a conversation.

I’ve looked at ChatGPT Team, Mem.ai, Notion, Obsidian, RAG setups, Rewind Ai etc., but nothing seems to awnser my needs completely.

What’s the best stack for someone who wants an AI that can actually think with them, use all their documents as context, and help make decisions or draft responses?

Would love input from people who’ve built something like this.

Thanks!

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