· GPT‑AJ03: Enterprise Sleuth™

Your AI detective for enterprise knowledge.

Enterprise Sleuth turns modern AI into a curious, disciplined investigator that can search, connect, and explain what’s really going on across your documents, systems, and decisions.

Part detective, part analyst, part teacher — it’s a working example of how your own brand‑safe AI agents can make sense of messy SharePoint folders, sprawling knowledge bases, and years of “tribal knowledge”.

AskJamie™ avatar — the Enterprise Sleuth lens

About Enterprise Sleuth

A reference “enterprise detective” and recipe pack for building your own brand‑aligned AI agents — across ChatGPT Custom GPTs, Copilot Studio agents, Gemini Gems, Claude projects, and similar tools.

Contextual Intelligence Retrieval

Enterprise Sleuth doesn’t just search for keywords. It pulls timelines, exceptions, and relationships from across your files so answers are grounded in your reality — not generic internet wisdom.

Organizational Cartography

Turns your organization into a map, not a maze. It learns who is connected to what, where information lives, and how work really flows, so you can ask “who knows this?”, “what did we try last time?”, or “what’s blocking this?” and get a coherent story back.

Decision & Governance Forensics

Helps you trace decisions back to policies, approvals, and context. Perfect for audits, onboarding, and those “why did we do it this way?” conversations that usually send people spelunking through email threads.

From demo GPT to repeatable recipe

The GPT you open in ChatGPT is tuned to OverKill Hill P³™’s own knowledge as a live example. The actual “product” is a package of prompts, instruction patterns, knowledge‑file structures, and step‑by‑step guidance that you can port into your own stack — to build a brand ambassador, sales agent, research assistant, governance aide, or whatever force‑multiplier you need.

In other words: you’re not buying another chatbot. You’re licensing a battle‑tested way of thinking about agents that’s been refined across dozens of GPTs and tens of thousands of prompt iterations — so our mistakes don’t have to be yours.

What GPT‑AJ03 actually does

Enterprise Sleuth is a lens on your data: one part detective, one part analyst, one part explainer. It’s designed for noisy, real‑world enterprises — not tidy demo datasets.

Thinks like an investigator, not a search box

Classic search answers “where is this file?”. Enterprise Sleuth is built to answer “what’s the story here?” and “what changed over time?”. It pulls fragments from policies, project docs, tickets, chats, and meeting notes, then stitches them into timelines and narratives people can actually act on.

It leans on AskJamie’s three personas — detective, analyst, teacher — to keep answers both useful and human. The detective hunts through the haystack. The analyst connects patterns and trade‑offs. The teacher explains it back in clear language so your team doesn’t have to be “AI people” to benefit.

Under the hood, it’s also a prompt architecture: careful guardrails, reasoning steps, and sanity checks that keep the model from drifting off into hallucinations or unhelpful tangents as it works through complex questions.

Bring your own platform. The recipes travel.

Underneath the logos, all modern “agent” platforms do a similar thing: they let you save detailed instructions and attach files so the AI behaves like a reusable, specialized tool. Enterprise Sleuth is designed to map cleanly onto all of them.

Plain‑English tour of the ecosystem

If you’re not living in AI blogs every day, the vocabulary gets overwhelming fast. Here’s the simple view:

  • OpenAI Custom GPTs — your own versions of ChatGPT with saved instructions and up to dozens of attached files. They live inside ChatGPT and can be shared like mini‑apps.
  • Microsoft Copilot Studio Agents — agents you design inside Microsoft 365 so they can work in Teams, SharePoint, and Office. You describe what they should do and what data they can see, and Copilot carries it out.
  • Copilot Studio Lite Agents — a lighter, template‑driven way to spin up simpler agents quickly, often surfaced directly inside Microsoft 365 as “apps in chat.”
  • Google Gemini Gems — “custom experts” you define for Gemini. You give them a name, instructions, and a handful of reference files so they remember how you like things done.
  • Claude Projects & Artifacts — focused workspaces where Claude can use your uploaded docs plus persistent instructions, and then produce reusable outputs (artifacts) like docs, dashboards, or small tools.
  • Perplexity Spaces / Labs — project hubs where you combine deep research, your own uploads, and saved instructions so you can revisit and extend work over time.

Different labels, same basic pattern: a saved “personality and job description” plus a pile of relevant evidence. Enterprise Sleuth gives you the playbook for that pattern so you can stand up the same sleuth across whichever platforms your organization already pays for.

More controllable — never fully predictable

A key reality check: no custom GPT, Copilot agent, Gem, or Claude project is ever 100% predictable. They’re more like talented new hires: you can give them a great job description, a good starter pack of examples, and clear boundaries — and then you manage the relationship.

The Enterprise Sleuth approach narrows the behavior band dramatically with structured instructions, examples, and guardrails, but it never pretends the model is a vending machine. You stay in the loop. We simply make that loop faster, safer, and more consistently useful.

Part of the AskJamie™ lens system and the OverKill Hill P³™ universe

Enterprise Sleuth is one lens in a larger ecosystem. The goal: turn large language models into trusted, explainable helpers across your whole enterprise — not just one flashy demo bot.

AskJamie™ — Sherlock meets SharePoint admin

AskJamie™ is the persona that runs through everything here: intelligent, loyal, amused by complexity, and obsessed with making messy digital ecosystems understandable for real humans.

Different AskJamie “lenses” emphasize different jobs — BrandGuard for tone and ethics, Enterprise Sleuth for sense‑making across data, other lenses for onboarding, research, planning, and more. Together they form an internal cast of AI companions that share the same voice and logic, but focus on specific responsibilities.

Why this beats “hire another person” or “learn it all yourself”.

Standing up a serious enterprise agent from scratch usually means one of two paths: hire a full‑time internal tinkerer and wait months or years as they experiment — or try to learn everything yourself, in between the job you already have.

The Enterprise Sleuth recipes compress those years of trial‑and‑error into a few focused hours. You get: a reference GPT, a documented instruction structure, knowledge‑file patterns, example flows, and practical do/don’t lists based on hard‑won lessons. You keep full control of your data, tools, and branding.

Want it even more hands‑off? OverKill Hill P³™ offers a white‑glove, done‑with‑you option on a case‑by‑case basis — from designing your first agent to aligning a whole portfolio of brand ambassadors, sales copilots, research aides, and governance sentinels.