Most website chat widgets are glorified FAQ boxes. Expertise AI — the product formerly known as Chatsimple — is pitched as something more aggressive: an autonomous sales agent that engages inbound visitors, qualifies them in real time, figures out who the anonymous ones are, and books meetings on your calendar without a human touching the conversation.
That's a bigger promise than "answer support questions," and it's aimed at a real gap. Most sites convert 2–3% of visitors and let the other 97% leave nameless. Expertise AI's whole thesis is recovering some of that traffic. Here's how well it delivers and what it costs.
Bottom line: A capable AI sales agent that's genuinely good at qualifying inbound and surfacing hidden visitors — most valuable if you already have meaningful website traffic.
Best for: B2B teams with inbound traffic who want to convert and de-anonymize visitors 24/7, especially HubSpot users.
Price: Free plan available; paid from $500/mo ($400/mo billed annually).
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What Expertise AI actually does
Three jobs, really. First, it runs sales conversations: it engages visitors in natural, goal-directed dialogue, answers nuanced multi-step questions from your own content, and nudges buyers toward a next step rather than just deflecting tickets. Second, it qualifies and captures leads based on those interactions and books meetings directly into your calendar. Third — the most interesting part — it does visitor intelligence: identifying anonymous website visitors by name, company, email, and LinkedIn, with an ICP fit score, even when they never fill out a form.
It runs across web chat, WhatsApp, Messenger, and Instagram, and integrates natively with HubSpot forms, calendar, and live chat, with Salesforce on the higher tiers. If your inbound motion already lives in HubSpot, that coupling is the strongest reason to look at it.
The visitor de-anonymization is the differentiator
Plenty of tools do AI chat. Fewer combine it with visitor identification. Expertise AI will surface up to a few hundred otherwise-anonymous visitors a month with real contact and firmographic detail, then let the agent (or your team) act on them. For a B2B company where a single closed deal is worth thousands, turning a handful of nameless sessions a month into named, scored leads is where the math starts to work.
The honest caveat: identification rates depend on your traffic mix and geography, and no de-anonymization tool catches everyone. Treat the visitor-intelligence number as a bonus stream of warm leads, not a complete picture of your traffic.
Expertise AI pricing in 2026
There's a genuinely usable free plan — one AI agent, a capped number of conversations, and training on your own URLs, PDFs, and docs — which is the right way to test whether the agent handles your use case before paying. Paid plans start at $500/month ($400/month on annual billing) for the Growth tier, where HubSpot integration, visitor intelligence, voice, and playbooks live. Enterprise is custom and adds Salesforce, SSO, API access, custom agents, and data-retention controls. A 30-day money-back guarantee applies to paid plans.
The jump from free to $500 is real, so the decision hinges on volume: if the agent books even one or two extra qualified meetings a month, it clears its cost for most B2B teams. If your site barely gets traffic, there's nothing for it to convert — fix the traffic problem first.
Pros
- Autonomous qualification and meeting booking, 24/7
- Identifies anonymous visitors with name, company, and ICP score
- Native HubSpot integration (Salesforce on higher tiers)
- Multichannel: web, WhatsApp, Messenger, Instagram
- Free plan to validate fit before paying
Cons
- Big price jump from free to $500/mo
- Only pays off if you already have real inbound traffic
- Visitor identification rates vary by audience and geography
- AI qualification needs tuning to avoid false positives
- Relatively young product under a recent rebrand
Is Expertise AI worth it?
If you have inbound B2B traffic that's currently leaving without converting, and especially if you run HubSpot, Expertise AI is worth trialing on the free plan and likely worth the Growth tier once you see the meeting volume. If your problem is getting traffic in the first place, this isn't the tool — and before you assume an AI agent replaces headcount, read our breakdown of whether hiring an SDR is worth it and how it stacks up against the data tools in our sales intelligence roundup.
Frequently Asked Questions
What is Expertise AI?
Expertise AI, formerly Chatsimple, is an AI-powered demand-conversion platform. It replaces a passive website chatbot with an autonomous sales agent that qualifies inbound visitors, identifies anonymous traffic by name and company, and books meetings across web, WhatsApp, Messenger, and Instagram without human intervention.
How much does Expertise AI cost?
Expertise AI has a free plan with one agent and a limited number of conversations. Paid plans start at $500 per month, or $400 per month billed annually, for the Growth tier, which includes HubSpot integration and visitor intelligence. Enterprise pricing is custom and adds Salesforce, SSO, and API access.
Is Expertise AI the same as Chatsimple?
Yes. Expertise AI is the rebranded version of Chatsimple. The product evolved from a website chatbot into a fuller AI sales agent with visitor de-anonymization and meeting booking, and the company changed the name to reflect that positioning.
Does Expertise AI replace an SDR?
Not entirely. It automates the top of the funnel — engaging, qualifying, and booking inbound visitors around the clock — which can reduce how many SDRs you need for inbound. It does not replace outbound prospecting or human relationship-building on complex deals, so most teams use it alongside, not instead of, sales reps.