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Guide

How to Build an Internal AI Assistant That Actually Works

Mark CunninghamMark Cunningham
February 6, 2026
8 min read

Every CTO has the same mandate right now. "Build us an internal AI assistant." It sounds simple. You have the documents. You have the API keys. How hard can it be?

It turns out, it is very hard. Most internal AI projects fail within the first three months. They fail not because the AI is stupid, but because the plumbing is broken.

The Three Silent Killers of Internal AI

1. Data Sovereignty

You cannot just paste your company secrets into a public model. If you do, you are leaking intellectual property. A true internal assistant must run on infrastructure you control. Data should never leave your virtual private cloud (VPC).

2. Permissions and Access

In a real company, not everyone can see everything. The engineering intern should not be able to ask the AI "What is the CEO's salary?"

Most "Chat with your Data" tutorials ignore this. They dump all documents into one big bucket. A production system needs Row Level Security (RLS). The AI should only be able to read documents that the specific user is allowed to see.

3. Stale Data

Business moves fast. If your AI only knows about documents from last month, it is already obsolete. You need a pipeline that automatically syncs and indexes new files as they are created.

Buy the Plumbing, Not the Model

Building these security layers from scratch takes months of engineering time. At Answerable, we provide the secure, sovereign infrastructure out of the box. We handle the permissions, the syncing, and the security so you can focus on the value.

See how a secure internal assistant works in our live environment.

Mark Cunningham

Mark Cunningham

Founder & CEO

Building the future of verified research. Previously solving data problems for enterprise. Obsessed with RAG, sovereignty, and clean code.

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