Dwight
Founder
Built Dwight, an LMS and living knowledge base for teams that need training to keep working after the course is complete. Dwight turns company documents into structured training, lets employees ask follow-up questions with source-backed answers, and can guide people through real workflows using the company's own knowledge.
The Problem
Most companies already have a learning management system. They spend hours creating modules, recording videos, building quizzes, and assigning courses to employees. The course gets completed, the box gets checked, and the report says the team is trained.
But completion is not the same as readiness.
People still have questions after training. They forget details. They run into edge cases. They may stay quiet because they do not want to look unprepared. The company sees course completion, but it does not always see the confusion that remains underneath.
Dwight was built to close that gap.
What Dwight Does
Dwight starts with the knowledge a company already has: handbooks, policies, playbooks, wikis, presentations, process docs, and internal guides. Teams can upload that content into a shared knowledge base, organize it around the way their company actually works, and use AI to turn it into draft training content.
Instead of spending days building courses from scratch, an admin can get a first draft, edit it, refine it, and keep improving it with AI. The training stays connected to the same source material employees will use later.
The more important part is what happens after the course.
Dwight gives employees a place to ask the questions they would normally keep to themselves. It answers from the company knowledge base, shows the sources behind the answer, and helps the company understand which topics need clearer documentation, a better lesson, or retraining.
Guided Work
The goal is not just to answer questions in a chat box. Dwight can also guide people through the work itself.
For example, a new employee who needs to create a quote in Salesforce can ask Dwight how to do it. Dwight can answer based on that company's actual process, then guide the person inside Salesforce using the relevant knowledge base content. The guidance is grounded in how the company works, not generic instructions from the internet.
That is the core idea: training should not end when the course ends. It should continue in the flow of work.
Product Loop
- Upload and organize company knowledge.
- Generate draft courses, lessons, and quizzes from existing documents.
- Let employees ask follow-up questions with source-backed answers.
- Guide people through real workflows using company-specific context.
- Track repeated questions and knowledge gaps.
- Update docs, improve training, and retrain the team where it matters.
What I Built
- Designed Dwight as a combined LMS and knowledge base instead of treating training and documentation as separate systems.
- Built the product around the gap between course completion and actual job readiness.
- Created workflows for uploading and organizing company content across different team sizes and knowledge structures.
- Used AI to generate editable training drafts from existing documents so teams can launch courses faster.
- Built the "Ask Dwight" experience around source-grounded answers to reduce uncertainty and encourage employees to ask questions.
- Extended the concept from Q&A into guided work, where Dwight can walk employees through tools and processes using company-specific knowledge.
- Framed analytics around retraining signals: repeated questions, unclear answers, and gaps in the knowledge base.