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Questions to ask before you hire an AI firm.

Before you hire an AI firm, ask who builds it, how it gets into your systems, whether you can cut off its access and who runs it after launch. Here are the questions with Webaroo's answer to each, on one page you can print or forward.

Ask Roo: Would an AI readiness assessment make sense for our company?

Checklist

Questions to ask before you hire an AI firm.

Ask any AI firm these questions before you sign. Each one has Webaroo's answer.

Before you sign

Who will we talk to first?
Connor Murphy, our Founder and CEO. He takes every first call.
What does the first paid step deliver?
A 10-day AI readiness assessment: AI inventory, risk tiers, the top 3 workflows with today's numbers and a 90-day plan.
Who builds the AI?
A pod of forward-deployed engineers (FDEs), who build inside your company. A small pod is an FDE lead plus two engineers, taking one workflow to production.
Meet the team

While they work in your systems

How do you get into our systems?
Only through your single sign-on (SSO) and identity and access management (IAM), scoped per person and agent.
Can we see what the AI did?
Yes. You get a log of every access and AI action, yours to export any time.
Can we cut off your access?
Yes. Your team can cut off our access in one step.
Who is responsible for security?
We deploy and operate directly within your existing security perimeter, implementing NIST AI RMF and SOC 2-aligned controls. Network security, IAM and endpoint security remain the exclusive responsibility of your team or your MSSP. An MSSP is a managed security service provider.
How we handle your data

At launch and after

How will our people learn to use the AI?
Training by role before go-live. We build it with the people who do the work.
When is the work measured?
At day 90 for a small pod or day 120 for a large pod.
Who runs the AI after launch?
Our dedicated support and maintenance team. It covers monitoring, testing, cost caps, model changes and a quarterly board report.
What happens when something breaks?
Bugs in what we build are fixed free for the 12-month term.
What happens after launch

What owners ask about this list.

Ask who builds it, how it gets into your systems, whether you can cut off its access, who runs it after launch and when the work is measured. The list on this page covers each question, with Webaroo's answer.

AI consultant vs AI integrator vs AI operator

Connor Murphy, Webaroo's Founder and CEO, takes every first call. If you want an answer before a call, ask Roo, Webaroo's AI.

Yes. The list prints on one page, with Webaroo's answer to each question, and the link works for anyone you send it to.

Generative AI exclusions in general liability

Tell us what is costing you time. A straight answer first.

The first paid step is your AI strategy, a 10-day AI readiness assessment: AI inventory, risk tiers, the top 3 workflows with today's numbers and a 90-day plan.