I’m working on a personal AI platform and I’m at an interesting design decision point that I’d love community input on. I’ve already built a memory system which coincides with the persistent memory feature that saves key context from conversations into a database with user-specific storage so that key points don’t need to be repeated and I have tested this across multiple models (GPT, Grok, Deepseek, Gemini and Claude) as my platform is a multi-model platform. You tell the system to remember a detail and it stores it automatically as well as the system proactively storing chat history across all models so if I started a chat in GPT then switched to Grok midway it currently knows where you left off and will carry on the conversation. That system is live and working fine. However I’m looking at improving the platform with features other platforms don’t have and this is where I would love your input about a concept idea I have. The next step I’m considering is adding timestamps to those saved data points so the system knows when something was discussed - and then using that to make the AI proactive on login. The idea: when you open the platform, the AI has already read your stored context and automatically asks things like “You mentioned last night you were going to finish that report - how did that go?” or “Did you end up posting that thing you were working on?”
- without you prompting it at all. Technically I’m very close to it as I have already got the memory & persistent memory feature working. I’ve also got a knowledge base feature thats working too so groups have access to the same documents/work files uploaded to the platform so this proposal is feasible in my eyes. The gap is turning passive memory into time-aware, session-triggered nudges and I already have a rough idea in how to implement it but my question for the community: is proactive check-in behaviour something you’d actually want from an AI assistant, or does it cross into feeling intrusive? To get the idea working will certainly take up more than an afternoon’s work and with this being one of the biggest subreddits for AI I would love some feedback on the idea. I’m genuinely torn - I find the idea compelling but I can see it annoying people depending on their mood or use case. Curious if anyone has experimented with this pattern or has strong feelings either way. submitted by /u/Beneficial-Cow-7408
Originally posted by u/Beneficial-Cow-7408 on r/ArtificialInteligence