Do you need the most sophisticated RAG model, with 20 different agents working in harmony to answer a question about your process, product, or workflow?
At DocsHound, we believe this is very rarely the case. We set out to demonstrate this by creating a public utility for a complex domain with factual, if inaccessible, data.
The Taxman
Reddit explodes with tax questions in the days leading up to tax deadlines. Our experiment—if an AI assistant has accurate, up-to-date and well structured data, how does it answer real tax questions?
Having all of the right information is important. Often, that’s a lot less data than you would think.
The Facts Man
If a human would struggle to locate an answer in your documented knowledge, even with unlimited time, AI will fail completely. And the most advanced retrieval systems or multi-step agent chain will be unable to compensate.
Large context windows in today’s frontier models only achieve peak effectiveness when fed high-quality, structured source data.
In simple terms: if you want AI to answer questions, it must have clear and easily accessible answers.
We used DocsHound to import every single 2024 IRS publication that should be studied by anyone attempting to do their own taxes as an individual or business.
This is quite a stunning list: 4681, 3, 54, 225, 334, 463, 503, 504, 514, 517, 519, 523, 525, 526, 527, 530, 531, 537, 541, 542, 544, 547, 550, 551, 554, 555, 557, 559, 560, 561, 570, 583, 584, 584b, 584sp, 587, 590a, 590b, 595, 596, 721, 907, 908, 915, 925, 936, 938, 939, 946, 969, 970, and 974.
DocsHound’s data extraction and automatic content organization made indexing and formatting this into a docs site a breeze.
Deploying and Testing the Tax Bot
We made the structured IRS documents accessible via a DocsHound-generated site and activated the platform’s built-in chat interface. This chatbot answered questions using the structured IRS documents within DocsHound. One publish and it’s up.
We deployed this assistant into Reddit communities like r/IRS, r/taxhelp, and r/TaxQuestions. DocsHound’s chat configuration is direct and concise, avoiding user fatigue from wordy AI responses.
What Happened
The bot got a solid amount of love in its brief time answering 100 questions as you can see below. We think he could become a popular mainstay over time.
We anticipated issues and complaints from Reddit’s audience, though received none. DocsHound’s direct, concise, straight-up answers appeared to be appreciated by Redditors who needed help.
We ran into predictable hiccups with mods banning the bot without giving it any airtime which is both a topic for separate discussion and an action we understand completely. Skepticism about AI automation is real.
Accurate Data Matters
The experiment showed that an AI assistant works better when its knowledge comes from a specific, structured, reliable source – like one created in DocsHound. Clean, structured data is necessary. Keeping out bad or inconsistent information is important. The main difficulties weren’t technical; they were social and platform-related.
The IRS is a good example because its rules are official but hard to use. Most companies have a similar problem internally: knowledge is scattered in people’s heads, old screenshots, or random notes. DocsHound is designed to fix this.
DocsHound extracts structured, current knowledge from product demos and conversations using its visual learning AI. It automates documentation creation, acting as an AI documentation generator that produces the structured input needed for reliable AI. This creates a clean, current knowledge base that AI or humans can use.
Whether it’s tax code, software guides, or process documentation, AI tools need a reliable, accurate data source.
DocsHound makes this easy.