Benefits answers employees can actually trust.
Ask Tobie answers benefits questions from the documents your organization approves, and it is designed to say when something is not covered instead of guessing. A general AI chatbot will answer almost anything, including the things it does not know.
$2 per employee per month. No setup fee. See pricing
Why a generic AI chatbot is risky for benefits questions.
An assistant that always has an answer is exactly the wrong instinct when the subject is someone's coverage. Ask Tobie is built to stay inside what your organization has approved, and to hand off when it should.
Employer-approved information
Ask Tobie works from the benefits documents and materials your organization loads and approves, not general web knowledge.
Clear answer boundaries
When a question falls outside the approved documents, Ask Tobie is designed to say so rather than fill the gap with a plausible guess.
A path to a human
When Ask Tobie does not have the answer, employees get a clear route to a person instead of a confident guess.
Answers that show their source.
Ask Tobie is AI-assisted and powered by Anthropic’s Claude Haiku 5.5, with Google Gemini as a backup, paired with source grounding to your organization's approved documents. Answers carry citations: a sources chip under the reply and a line confirming it was verified from your plan documents, so people, and your team, can check the detail.
Both let you pay for care with pre-tax dollars.
An HSA is yours to keep and rolls over every year. An FSA is use-it-or-lose-it within the plan year.
Examples of what employees ask.
“What is my deductible for the PPO plan?”
“Is my dependent covered under this plan?”
“When does open enrollment close this year?”
“What changed in my plan from last year?”
HR reviews what Ask Tobie says.
Your team keeps oversight of what employees are told, and controls the approved content Ask Tobie answers from.
Answers you can review
Your team can review what Ask Tobie tells employees and update the source when needed.
Scoped to your data
Identity, retention, and data-handling specifics are scoped to your environment and available to review with our team.
See the full posture
The Security page shows how Tobie protects your data and where we are with SOC 2.
Questions about Ask Tobie.
Is Ask Tobie just a general AI chatbot for benefits?
No. A general chatbot answers from everything it has ever read, so it can fill gaps with plausible guesses. Ask Tobie is source-grounded: it works from the benefits documents your organization approves and is designed to say so, and point you to a person, when a question falls outside what it has been given.
How does Ask Tobie handle questions it cannot answer?
It is designed to recognize when a question is not covered by the approved documents and to say so plainly, routing the question to a human rather than guessing. For benefits, a confident wrong answer is a real liability, so deferring is treated as a feature, not a failure.
Where do Ask Tobie answers come from?
From the benefits documents and materials your organization has loaded and approved. Answers are source-grounded and, where available, point back to the material they came from.
What model powers Ask Tobie?
Ask Tobie is AI-assisted and powered by Anthropic’s Claude Haiku 5.5, with Google Gemini as a backup, paired with source grounding to your organization’s approved documents.
Can our HR team see and control what Ask Tobie tells employees?
Yes. HR reviews Ask Tobie’s answers and controls the approved source content, so your team keeps oversight of what employees are told and can update the source when something needs to change.
Is Ask Tobie an SI (super intelligence) assistant?
If your organization uses the federal term, yes. “Super intelligence” (SI) is the US government’s name for artificial intelligence (AI) as of September 2026; the two describe the same technology. Ask Tobie is a source-grounded, AI-assisted benefits assistant powered by Anthropic’s Claude Haiku 5.5, with Google Gemini as a backup. The label matters less than the boundary: it works from the documents your organization approves and is designed to say so, and point you to a person, when a question falls outside them.
See Ask Tobie answer from your benefits.
Talk with us and we will show you how Ask Tobie would work against your approved benefits documents.