AI SEARCH FOR THE WHOLE ORGANIZATION

The answer exists. It's just in another department.

Tricky Wombat connects your company-wide data sources into a single AI search layer. Any employee asks a question. The system returns an answer drawn from every department's knowledge, not just the documents on their own drive. One search bar. Every department. Sourced answers in seconds.

See it with your data
Connected Knowledge Search

Your company's knowledge is everywhere. Your search isn't.

Companies don't have a knowledge problem. They have a boundary problem. Engineering maintains its own wiki. Sales keeps playbooks in a shared drive. HR policies live in a folder no one outside HR has bookmarked. Product decisions happen in Slack threads that scroll past in hours. Marketing assets sit in a DAM that only the design team knows how to navigate.

Tricky Wombat connects every department's data sources and returns answers that cross departmental lines. When a VP needs to understand how a client implementation went, the system pulls from engineering's project records, sales' account history, and operations' delivery notes in a single response.

From info chaos to instant answers infographic
How it works stages

Context First - Better answers are won before the model ever responds

Tricky Wombat is built on a simple idea: the quality of an answer is determined before the model produces a single token.

Most enterprise search vendors pitch a model. Pick the best LLM. Plug in your data. Trust the output. That approach fails because the model is the last 5% of answer quality. The other 95% is determined by what reaches the model: how the question is interpreted, how sources are selected, how context is assembled, and whether the result is evaluated before your team sees it.

Tricky Wombat controls every stage of that pipeline. Each step is a separate engineering problem, and we treat it like one.

  1. Clarify the real question

    A factual lookup needs different retrieval than a synthesis across twenty documents. An employee asking "What did legal decide about the vendor contract?" and an executive asking "Summarize Q3 product feedback across all customer-facing teams" should not hit the same retrieval path. The system classifies the question type and routes it to the strategy most likely to return an accurate answer.

  2. Retrieve the most relevant information

    More documents in the context window make answers worse, not better. Hybrid search and reranking across every connected departmental source return fewer, higher-quality results. The goal is precision, not volume.

  3. Assemble context for this question

    Retrieved documents are compressed, deduplicated, and scoped to the question. Stale content and redundant passages are stripped. The model receives what it needs for this specific question and nothing else.

  4. Generate against defined quality rules

    Guardrails are set before the model runs: cite sources, stay within the evidence, flag uncertainty. The model does not improvise what a good answer looks like. The pipeline defines it.

  5. Score the result and improve the pipeline

    Each answer is scored for faithfulness, relevance, and completeness. Results that fall short are caught before your team sees them. Scoring data feeds back into retrieval tuning, context assembly, and ranking. The system improves with use, not just with more data.

Search that works across departmental boundaries

Documents inside your organization are not isolated. The engineering spec references the same client as the sales proposal. The implementation timeline maps to the SOW. The product roadmap reflects conversations that happened across three departments over six months.

Most search tools flatten this structure into a keyword index. They treat every document as independent text. The relationships between documents, the ones your teams built through months of actual work, disappear.

Tricky Wombat's retrieval layer maps those relationships across your entire organization. Related content stays grouped so a question about a client project surfaces the engineering spec, the sales proposal, and the implementation timeline together, even when they were created by different teams in different tools. The result is answers drawn from the right cluster of your company's data, not a keyword-matched list limited to one department's documents.

Department docs aggregating up

Every answer cited5s answers

Sourced answers in five seconds. Every response links back to the documents it drew from.

Productivity recovered2.4hrs/day

Knowledge workers spend 2.4 hours per day searching for information across departments. Connected Search gives that back.

Live in1Week

Connect your departments and start asking questions across the organization

Your data is protected at every layer

Every component in Tricky Wombat's stack is independently audited. Documents use AWS which is SOC 2 Type II certified and HIPAA-eligible. Vector embeddings live in SOC 2 Type II certified and GDPR-ready vector stores. The application layer runs on Vercel with automatic HTTPS and DDoS protection. Every service in the stack is one your engineering team has already vetted.

[object Object],[object Object]


Encryption at
Every Layer

AES-256 encryption at rest across S3, DynamoDB, and Pinecone. TLS 1.2 in transit. Automatic HTTPS via Vercel.

[object Object],[object Object]


Vendor
Audited Infrastructure

Every service in the stack is independently SOC 2 Type II certified. DynamoDB is ISO 27001 and HIPAA-eligible. Pinecone is GDPR-ready.

[object Object],[object Object]


Zero Training on
Your Data

No component of the pipeline trains on your data by default. Your information is used to answer your queries and nothing else.

[object Object],[object Object]


Vanta-Managed
Compliance

SOC 2 Type II and ISO 27001 certification in progress, managed through Vanta's continuous compliance monitoring platform.

SOC 2 in Progress

SOC 2 in Progress

In progress via Vanta

ISO 27001

ISO 27001

In progress via Vanta

AES-256 Encrypted

AES-256 Encrypted

Data encrypted at rest

TLS 1.2 in Transit

TLS 1.2 in Transit

Data encrypted in motion

Zero Data Retention

Zero Data Retention

Your data stays yours

Built on AWS

Built on AWS

Enterprise-grade infrastructure

Other search tools connect to 100 apps. Tricky Wombat reads 1,000+ data formats.

Enterprise search vendors measure coverage by the number of API connectors in their marketplace. Tricky Wombat takes a different approach. The platform connects to your cloud storage, wikis, and communication tools through direct integrations. For the documents inside those systems, Apache Tika provides parsing and text extraction across more than 1,000 file formats: PDFs, spreadsheets, presentations, emails, images with embedded text, audio transcripts, and hundreds of specialized formats most search tools silently skip. The result is search coverage that goes deeper than a connector count.

Tricky Wombat
Adobe PDF
Dropbox
Google Drive
File Folders
Asana
Google Drive
Adobe PDF
Dropbox
Google Drive
File Folders
Google Drive
Asana

What teams are finding

company logo
Finding what I'd said on a given topic across my books, talks, and interviews used to mean hours of manual searching. Now my team asks a question and gets a sourced answer pulled from everything I've published. Content I forgot I created surfaces exactly when it's relevant.
avatar

Chip Conley

Founder of MEA & Joie de Vivre Hotels, Strategic Advisor to Airbnb

company logo
My practice has decades of financial planning content across client engagements, mentorship sessions, and published frameworks. Tricky Wombat connects all of it. When I need to pull together ideas from across my body of work, the search finds the relevant pieces and brings them together in one answer.
avatar

Ron Nakamoto

Founder of True Wealth Mentorship, Certified Financial Planner, Financial Coach

Most search tools treat every question the same way. That is why synthesis questions fail.

A factual lookup ("What did the legal team decide about the vendor contract?") and a synthesis question ("Summarize the last quarter's product feedback across all customer-facing teams") need different retrieval strategies. Most search tools treat them the same way.

Tricky Wombat classifies the question before retrieval begins. A factual question gets precision retrieval from the most current source. A synthesis question pulls from multiple documents across multiple departments and assembles a coherent summary. When a query is vague, automated prompt rewriting refines it behind the scenes so the system retrieves what the employee meant, not just what they typed.

Your organization doesn't need to learn query syntax or think about how to phrase things. The system adapts to them.

LLM Search Capabilities Comparison

Every department searches differently. Build AI search that works across all of them

Your company has departments with their own documents, terminology, and workflows. The answers your people need cross departmental boundaries daily.

But enterprise search tools are built to index everything generically, not to understand how knowledge flows between departments.

Tricky Wombat builds a context pipeline across your organization's data, so every answer reflects how your departments work together, what your documents say, and what your people are really asking.

Operations manager at desk
Operations

One question. Ten departments of answers.

One question. Ten departments of answers.

  • Operations teams field questions from every corner of the company. The answer to a single request might require pulling from HR policies, finance reports, and engineering specs.
  • Today that means routing through five Slack channels and interrupting three people before getting a complete picture.
  • Connected Search answers cross-functional questions in seconds by pulling from every department's data at once.


See how departments connect
Sales team
Sales & Customer Success

Close deals with knowledge that already exists

Close deals with knowledge that already exists

  • The competitive analysis, the case study, the pricing exception from last quarter. All created by different teams, stored in different tools.
  • Sales needs them found in seconds, not days. Every hour spent hunting for a document that marketing or product already created is an hour not spent closing.
  • Connected Search surfaces the right collateral from across the organization so your revenue team sells with the full weight of your company's knowledge behind them.
Run a search with your data
Engineering team
Engineering & Product

Technical answers without tribal knowledge

Technical answers without tribal knowledge

  • Architecture decisions, API specs, and deployment procedures live across wikis, repos, and Confluence. The institutional knowledge is there. Finding it without asking the person who wrote it is the problem.
  • When the person who wrote the doc is in a different timezone or left the company, the search needs to work without them.
  • Connected Search finds the right answer across departments and documentation systems instead of returning the first paragraph that mentions the keyword.
Test it against your docs
HR and Legal team
HR & Legal

Policy answers at the speed of the question

Policy answers at the speed of the question

  • Employee handbook, compliance documents, contract templates. People across the company ask the same policy questions every week.
  • The answers exist in HR and legal documents that most employees don't know how to find. Every question becomes a support ticket or a Slack message to someone already busy.
  • Connected Search lets employees find policy answers themselves, freeing HR and legal teams to focus on work that requires human judgment rather than being a search engine for everyone else.
Schedule a walkthrough

Frequently Asked Questions

Every enterprise AI search evaluation raises the same questions.

  • Which vendor fits my company?
  • Does the technology actually work against real data?
  • Why does one architecture produce better answers than another?

These are the questions we hear most, and the answers reflect how we think about the problem: context determines answer quality, not the model, not the number of connectors, not the size of the vendor's logo.

Each answer below is written the way we would answer it in a first conversation.

Tricky Wombat works best for mid-market companies in the 500 to 2,000 employee range where knowledge fragmentation across departments is a daily operational problem. At this scale, every department maintains its own documentation systems, and no single person can keep track of what exists across the organization. The big enterprise vendors optimize for Fortune 500 accounts spending mid-seven figures annually. Companies below that threshold get generic configurations, deprioritized support, and a spot as customer 4,312 on a renewal list.

Tech-forward larger organizations that want a more hands-on, context-first approach are a strong fit too. So are nimble teams inside large companies that need to solve a specific search problem without waiting for an enterprise-wide procurement cycle.

The difference is the relationship. TW builds the context pipeline around your specific data structures, query patterns, and organizational needs. The people who built the product are the same people configuring your system. That level of direct engagement stays with you whether you are a 500-person company or a 2,000-person organization.

Tricky Wombat's infrastructure is built on services that meet enterprise security standards at every layer of the stack.

Your documents and source data are stored in AWS S3 with server-side AES-256 encryption at rest and TLS encryption in transit. Metadata and application state live in DynamoDB, which provides the same encryption standards within AWS's SOC 2 Type II, ISO 27001, and HIPAA-eligible environment. Vector embeddings used for semantic search are stored in Pinecone, which is SOC 2 Type II certified, GDPR-ready, and HIPAA compliant, with AES-256 encryption at rest and TLS 1.2 in transit. The application layer runs on Vercel, which provides automatic HTTPS, DDoS protection, and SOC 2 Type II compliance.

No component of the pipeline trains on your data. Your information is used to answer your queries and nothing else. Access controls follow the permissions your organization already has in place, so users only see results from documents they are authorized to access.

The short version: your data is encrypted everywhere it sits and everywhere it moves. The services that store it are independently audited. And none of it is used for anything other than finding better answers for your team.

Large vendors offer long lists of connectors (most of which are irrelevant to any given customer), big implementation teams, and brand recognition that makes procurement comfortable. Their architecture is designed to solve a generic problem at scale. Your implementation gets the same configuration as every other customer.

That tradeoff has a cost. A connector that links to a data source is not the same as a connector that understands how to ingest, chunk, and prepare that data for accurate retrieval. Most companies use a fraction of the connectors available to them, and the ones they do use still produce shallow indexing, silent truncation of large files, and missed industry-specific context. When a platform is built to serve thousands of companies simultaneously, it optimizes for breadth over depth. The pattern is consistent: scaling the business does not scale the answer quality.

Tricky Wombat builds the context pipeline around your specific data structures, query patterns, and organizational needs. The platform runs on AWS with Vercel, the same enterprise-grade infrastructure that large vendors use, and the same infrastructure that scales instantly and meets the standards your organization requires. Search results respect departmental permissions, so employees only see answers drawn from documents they are authorized to access.

The difference is what sits on top of that infrastructure. The people who built the product are the same people configuring your system. Implementation decisions happen in days, not weeks. When you identify a capability gap, that conversation goes directly to the people who can act on it. You are not a ticket in a queue. You are a partner with direct access to the team that built the system.

We connect to standard enterprise data sources including cloud storage, document management systems, internal wikis, and communication platforms. The platform uses Apache Tika to connect to over 1,000 different file types for text and metadata extraction and scales with your data volume.

Connection is the easy part. Where most vendors fail is what happens after connection. Silent truncation of large files without signaling errors. Images and diagrams stripped instead of understood. Stale indexes that serve answers from last week's crawl while your data changed yesterday.

Tricky Wombat's data layer monitors connected sources continuously. When a document changes, the pipeline re-processes it. When a new document appears, it enters the index without waiting for a scheduled crawl.

Your context layer reflects your organization right now, not the last time a crawl ran.

Most enterprise AI search evaluations run on demo data with scripted queries. That tells you what the product looks like. It does not tell you whether it works against your actual information.

Tricky Wombat runs a pilot against your real data, your actual queries, and your organization's workflow before you commit to anything. The question worth asking during an evaluation is not "how many companies use this?" The question is "how well does this work against my data, my queries, and my organization's actual workflow?"

We are confident enough in that answer to let you test it. If you are evaluating us alongside vendors with bigger websites and longer customer lists, you should.

Start a conversation, describe the problem, and we will tell you whether the fit is worth both sides' time.

Most enterprise AI search vendors require a sales-led evaluation, a scoping process, a multi-week implementation, and months of interaction data before the system starts producing useful relevance. A fully integrated deployment with a large vendor can take anywhere from 30 days to several months depending on data complexity, permission mapping, and integration depth.

Tricky Wombat works differently. Connect your departments' data sources and start asking questions. The context pipeline begins working immediately because it does not depend on months of behavioral data to produce relevant answers. For organizations with 500 to 2,000 employees, a typical setup connects all major departmental data sources within one week.

A typical engagement starts with a direct conversation about your organization's data and knowledge flows. From there, Tricky Wombat connects to your departments' sources, ingests and indexes your documents, and gives your team a working system they can test against real queries. Most organizations are running cross-department searches within five to seven business days.

Every customer gets white-glove onboarding. The people who built the platform are the same people running your setup, answering your questions, and tuning the pipeline to your data. That level of attention stays with you. There is no implementation team handoff, no multi-week scoping phase, and no waiting for the system to learn before it becomes useful.

See how it works with your data

Connect a data source, ask a question, see what comes back. One call. No commitment required.

Book a 20-minute fit call

Connected search across every department.

Plans start at $25/seat.