Ilai Szpiezak

Launching today: Instructions vs. Memory 🧠 aka Context v2

Not all context is equal.

So we stopped treating it that way.

Most AI tools store everything the same:

  • Writing rules

  • Personal background

  • Preferences

  • Temporary notes

But a rule like:

ā€œUse bullet points.ā€

…shouldn’t behave the same as:

ā€œI run a fintech startup and we've just raise $4mā€

So we rebuilt our context system, to help Pretty Prompt give better results.

(Best part, the user owns that context, and can use it across any LLM)

Launching today Instructions vs Memory.

šŸ”’ Instructions

Explicit rules that always apply. Examples:

  • ā€œNo em-dashesā€

  • ā€œKeep answers under 512 charactersā€

  • ā€œUse bullet pointsā€

🧠 Memory

Background context that only appears when relevant. Examples:

  • ā€œMy audience is non-technicalā€

  • ā€œI'm launching on Product Hunt and like to post from a builder's mindsetā€

  • ā€œI’m writing a client proposal that should include...ā€

The best part:

You don’t organize any of this manually.

You just write naturally.

Pretty Prompt auto-classifies everything on the backend.

The goal is simple:

Make AI outputs be personal — without adding more work.

Still bootstrapped. Still shipping šŸš€

PH community, give us feedback; we need it.

(PS - I vibed this thumbnail, don't judge me šŸ™ˆ)

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Malani Willa

I’ve honeslty struggled with AI tools mixing permanent preferences with random temporary context, so this makes a lot of sense to me.

Ilai Szpiezak
@malani_willa I’d love to learn more about your experience with other tools in this space!
Deangelo Hinkle

@malani_willaĀ I’ve honestly struggled with AI tools mixing permanent preferences with random temporary context, so this makes a lot of sense to me

Shawn Idrees

@malani_willaĀ  @deangelo_hinkleĀ This is actually one of the clearest explanations of context management I’ve seen. I like that I can just write naturally instead of organizing everything manually.

Ilai Szpiezak

@malani_willaĀ  @deangelo_hinkleĀ  @shawn_idreesĀ I hope you can give it a try, Context is looking pretty powerful now, and we're working on a Mac App, so this will be even more poweful when runs local on your machine!

Malani Willa

Ā  @ilaiszpĀ @ilaiszp That’s awesome to hear about the Mac app! Running it locally makes a huge difference for context management. Definitely gonna give it a try now - manual organizing is the worst part of my workflow.

Lakeesha Weatherwax

@malani_willaĀ Really like the philosophy behind this. I’ve noticed most AI tools either overuse memory or completely ignore useful context. Your separation between Instructions and memory feels practical instead of gimmicky.

Ilai Szpiezak
@lakeesha_weatherwax glad it resonated! Please give it a try I’d love some feedback
Ilai Szpiezak
@malani_willa I’d love to learn more about your workflow! If you’re up for a chat my email is team@pretty-prompt.com
Zanc Zhao

My LLM isn't following the explicit rules no matter how many times I repeat them. Thoughts?

Ilai Szpiezak

@zanc_zhaoĀ Drop me an email to help@pretty-prompt.com and I'll personally look into it and help :)

Easier there so I don't miss anything

Jim Jeffers

Really like this distinction. Treating ā€œinstructionā€ and ā€œmemoryā€ as the same thing is one of those small product choices that quietly creates a lot of mediocre AI output.

The auto-classification piece feels especially important. Most people will not maintain a context system manually, but they *will* write naturally if the product can infer what should persist, what should be temporary, and what should act like a rule.

One thing I’d be curious about: do you let users inspect or correct the classification after the fact? I’ve found that trust in AI memory often depends less on perfect recall and more on whether people feel they can see and shape what the system thinks it knows.

Ilai Szpiezak
@jim_jeffers they can always edit the context snippet :) It’s a work in progress still. Open to your feedback after you’ve tried it!