The questions HR teams ask before bringing in Tobie.
What Tobie is, what employees see, how Ask Tobie behaves, how it is secured, what it costs, and how a rollout starts.
What Tobie is
What is Tobie?
Tobie is an employee benefits experience platform. Send us your approved benefits information and Tobie turns it into a branded, year-round employee experience: source-grounded answers from Ask Tobie, short custom videos, targeted campaigns, multilingual content, and an HR-approved feed, with an admin dashboard behind it all.
Why build from our approved benefits information?
Answers are built from the documents you approve, cite the source where possible, and route to a person when the documents do not cover the question. That keeps the assistant inside what you have signed off on, with sources people can check.
Who is this for?
HR teams, benefits brokers, and consultants who manage benefits communication for mid-to-large employers. If you’re sending employees dense PDFs and fielding the same questions every enrollment season, Tobie replaces that with a structured, governed experience.
Is Ask Tobie “AI” or “SI” (super intelligence)?
Both describe the same technology. In September 2026 the US federal government began using “super intelligence,” or SI, in official documents in place of “artificial intelligence.” We say AI on this site. Ask Tobie is an AI-assisted benefits assistant powered by Anthropic’s Claude Haiku 5.5, with Google Gemini as a backup, grounded in the benefits documents your organization approves, and designed to route to a person when a question falls outside them. Whichever term your organization uses, that is what it refers to.
What employees see
What will employees actually see?
A branded, year-round benefits experience with organized plan information, clear pathways, and Ask Tobie built in. It replaces dense PDFs with a place people can browse by category or simply ask a question.
What do employees get for open enrollment?
A countdown to the window, a required-action checklist, plain-English explanations of what changed, and Plan Finder, an educational way to compare options that does not complete an election. HR gets the free open enrollment communication checklist and the two-minute communication score on this site.
What are the videos and the feed?
Short benefits explainer videos in your brand, built from your approved guide, and a year-round feed of HR-approved posts, reminders and plan changes, so benefits stay visible after the enrollment window closes.
Ask Tobie
How is Ask Tobie different from a general AI chatbot?
Ask Tobie is intentionally narrow. It answers from the benefits information you approve, is designed to refuse when the documents do not cover a question, and routes to your team when a question falls outside its boundaries. It is AI-generated and powered by Anthropic’s Claude Haiku 5.5, with Google Gemini as a backup, and it does not browse the open web for benefits answers.
What kinds of questions can Ask Tobie help with?
Plan summaries, definitions, deadlines, eligibility language, cost-sharing breakdowns, provider contacts, and policy explanations, anything that’s clearly documented in the approved benefits materials.
Can Ask Tobie recommend which plan someone should choose?
No. Tobie does not make plan recommendations, provide investment advice, or suggest personal benefit choices. It can compare documented differences between options, but it will not cross into personalized guidance.
What happens if the answer isn’t in the approved materials?
Ask Tobie says so. It is designed to avoid speculating, to ask for clarifying details, or to point the employee to HR, the carrier, or another official channel. That boundary is a core trust feature, not a limitation.
Can it use the internet or outside knowledge?
Ask Tobie answers from the approved benefits materials rather than browsing the open web. Keeping answers grounded in your documents is what makes them auditable.
How does Tobie avoid making things up?
Ask Tobie retrieves your approved source material first, builds a bounded evidence set, and is designed to answer only when the documents support it, refusing or escalating rather than guessing when they do not.
What does “source-grounded” mean in practice?
Answers are drawn from the documents you approve and show where they came from, so people can check the detail. When the documents do not cover a question, Ask Tobie is designed to say so and point to a person rather than guess.
Will employees see citations in the chat?
Yes. Answers carry citations: a sources chip under the reply and a line confirming it was verified from your plan documents. Your team sees the same sources in the admin dashboard’s answer log.
What questions will Ask Tobie refuse?
Medical, legal, tax, and investment advice, plan-selection recommendations, unsupported eligibility determinations, and any attempt to push it past its source boundaries.
Security and privacy
How is sensitive information handled?
Tobie discourages employees from sharing SSNs, claim numbers, or medical records. Stored conversations have personal identifiers stripped out, health mentions are generalized before storage, and data handling follows the minimum-necessary principle.
Can HR review what Ask Tobie told employees?
Yes. The admin dashboard keeps an answer log: what Ask Tobie answered, the plan documents behind each answer, and the questions it declined, with personal identifiers removed from the questions.
Who can see those conversations?
Access is role-based. Employees use the hub; your HR admins review answers and their sources in a separate admin dashboard, and can export the answer log.
How long are conversations kept?
Only for a short period, then they are deleted. The retention window is scoped with your team, and the privacy policy has the detail.
How is Tobie secured?
Separate employee and admin experiences, role-based admin access, encryption in transit and at rest, and each customer’s data isolated in its own tenant. Tobie is built on SOC 2-certified infrastructure, with SOC 2 Type I in progress.
What does the admin dashboard include?
How many questions employees asked, how many Ask Tobie answered on its own and how many went to a person, the top questions (each one ready to turn into a post), an answer log with the sources behind each answer and a CSV export, and analytics on engagement.
Pricing and rollout
How much does Tobie cost?
$2 per employee per month for the full platform, with no setup fee. The pricing page has the detail.
How does a rollout start?
Share your approved benefits materials and we build the employee experience, Ask Tobie’s answer boundaries, and the admin review model on your own content, usually within the first weeks. Talk with us to start.
What is included from day one?
Source document ingestion, a branded employee experience, Ask Tobie with its answer boundaries, and an admin dashboard where your team reviews answers and their sources.
What happens after the first 30 days?
The next stretch adds identity and access integration, customer-specific policy review, finalized retention rules, operational monitoring, formal evaluation gates, and a tighter document-governance process around source updates.
Getting started
Can this work with our existing benefits guide?
Yes, that’s the whole point. Tobie is designed around your company-provided benefits guide and supporting documents. The ingestion process preserves tables, footnotes, page references, and versioning.
Does Tobie connect to our HRIS or enrollment system?
Tobie sits beside them, not inside them. It is not a claims, eligibility or enrollment system and does not replace yours: the hub links people to the systems you already run and explains what those systems administer. Identity integration (SSO and SCIM) is scoped with enterprise deployments.
What’s intentionally out of scope?
Tobie is not a claims system, eligibility engine, enrollment system, legal interpretation tool, or substitute for formal plan documents. It makes approved benefits information easier to find and easier to audit.
What does success look like?
Clear employee UX, disciplined answers, visible guardrails, answers your team can review, strong source traceability, and a security posture that’s serious from day one: an experience credible to a buyer, not just an assistant that answers questions.
Ready to see it with your own materials?
Tell us about your team and we'll show how the employee experience and Ask Tobie's answer boundaries map to your content.