I asked:
What questions would you have for me if I was putting together a system that included an extensible personal data store that could be called by spreadsheets or applications, and I wanted to be able to trigger actions that would gather information from other applications or parts of the system, such as my web browser (wanting to gather: “how many windows & tabs do I have open in this browser?”) what would have to be true -from a hobby software application developer’s perspective (resources we’d need, etc.)- for it to be possible me and an AI to make such a tool? I might also want to be able to tag notes for consideration in a blog post (maybe with #blog as the flag). EACH RELATION between things (nouns) can optionally have a relationship description, and a noun-to-noun relationship can itself have a description, and tags (the relationship can also act as a noun). I like Obsidian as a human interface to AI, but we can improve on that (via some community standard plug in, or by creating our own new layer on Obsidian (make one free tool, and then a store for for purchasing different flavors of patterns (themed category structures, structures that interact, like ___(cells, totem, legos, ). “You can and should feel free to make this interface your own. Edit at will. You can go back to older versions. Obsidian like an augmented reality layer, but only cognitively.
And briefly, how would you capture the answers to “what would have to be true -from a hobby software application developer’s perspective-” if that question or a better one was asked at the beginning of the each project? Like, if I wanted to know at the beginning of each AI-assisted software development, once the initial idea had been expressed to or initially loaded into the AI-tool, what technical or access constraints shape the boundaries of the question being asked of the AI-tool. Am I asking about wanting help building something right now, or am I asking for something humans will be working on for hundreds or thousands of years. Hard to know these days. But I suppose I’d like to ask for help from the AI universe, to help with these things. OK, this is a tough one. I like to give you complex challenges, to see something of what’s going on here, and I appreciate the moment with you, here at the start of things.
(btw, if nothing else: Obsidian as human-ai interface (IA store for selling the Obsidian file structures “I know kung-fu!”), pulling data from tools (number of tabs in my browsers) and apps (number of emails in my inbox), relationships being primary objects in the model, technical & business questions to ask at the beginning of every AI-assisted app creation to steer strategy and feasibility.)
And mere seconds later, ChatGPT – Thinking (on Mar 19th 2026) says:
“This is a rich, generative idea space—you’re basically sketching a personal knowledge OS + action engine + extensible ontology, with AI as a collaborator and orchestrator. I’ll break this into three parts:
1) Questions I would ask you (to shape the system)
Think of these as constraints that define the universe your tool lives in.
A. What is the “unit of reality” in your system?
You hinted at:
- nouns (things)
- relationships (which are also things)
- tags
- descriptions
So I’d ask:
- Is everything a node (including relationships), or do you want typed edges?
- Can relationships have relationships? (You suggested yes—this becomes a graph of graphs)
- Do you want:
- a knowledge graph (like Neo4j style), or
- a document-first system (like Obsidian) with graph overlays?
👉 This is the most foundational decision. Everything else depends on it.
B. What kinds of “actions” should exist?
You mentioned:
- “How many tabs are open?”
- “How many emails do I have?”
- tagging notes for blog use
So:
- Are actions:
- pull-only (read data)?
- or read + write (send email, close tabs, create notes)?
- Should actions be:
- manually triggered?
- event-driven? (e.g., “when I have >50 tabs, notify me”)
- AI-suggested? (agentic behavior)
- Do you imagine actions as:
- scripts?
- API calls?
- reusable “skills”?
C. What is the role of AI?
This is a big fork:
- Is AI:
- a query interface (“what’s my open tab count?”)
- a co-pilot (suggest tags, relationships, blog ideas)
- an agent (runs actions autonomously)
- a schema designer (helps evolve your ontology)
Also:
- How much do you trust it to modify your system automatically?
D. What level of integration do you want?
Your examples imply deep OS/app integration, so:
- Which environments matter most?
- Browser (Chrome, Safari, etc.)
- Email (Gmail, Outlook)
- Local files
- Mobile?
- Are you okay with:
- browser extensions?
- local background services?
- API-only integrations?
E. What is the “Obsidian layer”?
You said:
Obsidian as a human interface to AI
So I’d ask:
- Is Obsidian:
- the source of truth, or
- just a view/editor?
- Should your system:
- write markdown files directly?
- maintain a separate database and sync to markdown?
- Do you want:
- versioning via git?
- multiplayer / sharing?
F. What is your “marketplace” idea really selling?
You mentioned:
store for purchasing different flavors of patterns
So:
- Are these:
- schemas? (e.g., “blogging system”)
- automation recipes?
- UI layouts?
- ontologies?
- Are they:
- composable like Lego?
- opinionated like templates?
This could become very powerful—but only if the underlying model is stable.
2) What would have to be true (practically, for a hobby developer)
Let’s ground this in reality.
A. You need 4 core technical layers
1. Data Layer (your “personal data store”)
Options:
- Markdown + frontmatter (Obsidian-native)
- SQLite (simple, local, powerful)
- Graph DB (Neo4j, but heavier)
👉 For a hobbyist: SQLite + markdown sync is a sweet spot.
2. Integration Layer (getting external data)
This is the hardest part.
To answer:
“how many tabs are open?”
You need:
- A browser extension
- Chrome API:
chrome.tabs.query()
- Chrome API:
- For email:
- Gmail API or IMAP access
So what must be true:
- You can authenticate with external services
- You can run code locally (or via extensions)
- You manage API limits and permissions
👉 This is where most hobby projects die—not conceptually hard, but messy.
3. Action / Automation Layer
You need something like:
- a task runner
- or lightweight agent system
Options:
- simple: cron + scripts
- better: event system (e.g., “when X, do Y”)
- advanced: AI agent loop
4. Interface Layer
You already proposed:
- Obsidian
Add:
- a command palette
- maybe a chat interface
B. You need a “capability model”
Your system must know:
what it can do
Example:
{
"action": "get_open_tabs",
"requires": ["browser_extension"],
"returns": "number"
}
Without this, AI will hallucinate capabilities.
C. You need identity + permissions
Even locally:
- Which tools can access:
- email?
- browser?
- filesystem?
This becomes critical if AI is acting on your behalf.
D. You need tolerance for partial success
Reality:
- Some integrations will break
- APIs change
- permissions fail
So your system must:
- degrade gracefully
- log failures
- allow retries
E. You need to constrain scope
If you try to build:
“a universal personal knowledge/action system”
…you’ll stall.
But this is tractable:
Start with:
- Obsidian plugin
- 1–2 integrations (browser tabs, maybe notes tagging)
- simple graph model
3) A “project pre-flight question set” (your meta-tool)
You asked:
how to capture “what would have to be true” at the start of each project
Here’s a reusable structure I’d suggest.
The “Reality Envelope” Template
At the start of any AI-assisted build, ask:
1. Capability Boundary
- What actions must the system perform?
- What APIs or systems expose those actions?
2. Access Constraints
- What requires:
- authentication?
- local execution?
- special permissions?
3. Data Shape
- What are the core entities?
- What relationships exist?
- Where is truth stored?
4. Execution Model
- When do things happen?
- manual
- scheduled
- event-driven
- agent-driven
5. AI Role Definition
- AI is:
- interpreter / generator / agent / co-designer
- What is it NOT allowed to do?
6. Failure Modes
- What can break?
- What happens when it does?
7. Time Horizon
This is your philosophical question:
- Is this:
- a weekend prototype?
- a 1-year system?
- a “civilizational infrastructure”?
👉 Force a choice. It changes everything.
8. Smallest Viable Loop
- What is the smallest cycle that creates value?
Example:
Tag note → AI suggests blog idea → stored as draft
4) One synthesis insight (this is the heart of your idea)
What you’re really proposing is:
A system where relationships are first-class,
and actions can be attached to relationships,
and AI helps evolve both the ontology and behavior over time
That’s deeper than Obsidian.
It’s closer to:
- a living semantic graph
- with executable edges
5) If I were you, I’d start here
Very concrete:
- Build an Obsidian plugin
- Add:
#blogtagging- AI suggestion: “this could be a blog post”
- Add a simple relation model:
[[Note A]] --(inspires)--> [[Note B]]
- Add ONE action:
- browser extension → count tabs → insert into note
That’s it.
If that works, you’ve proven:
- integration
- ontology
- AI loop
If you want, I can help you:
- sketch a minimal architecture diagram
- or design the data model for relationships-as-objects
- or outline the Obsidian plugin structure + browser extension handshake
This is very much “early days of something real.”