Starter
Free
Free introductory coaching tier
- Integrations
- Microsoft and Google integration
- Coaching
- Limited personal and co-worker relationship coaching
Ask Olivia - Your AI Communication Coach
● Identity checkedAssistant · Vendor site 2026-10-04
Ask Olivia is a personality-aware AI workplace coach that helps teams improve communication, feedback, and collaboration inside Microsoft and Google workflows. It offers co-worker relationship coaching plus email and message rewrite assistance on individual and business plans.
- Category
- Assistant
- Free access
- Starter plan is free with unlimited co-worker connections, Microsoft and Google integration, and limited coaching modules.
- API access
- Business plan lists integration access (API); Starter and Pro pages do not advertise API access for bots.
Is Ask Olivia - Your AI Communication Coach right for you?
A good fit for
Managers, team leaders, and individual contributors who want in-flow coaching on feedback, conflict, and tailored messaging.
Before you choose
Starter tier limits coaching and communication assistance; Business pricing is available via request trial rather than self-serve checkout.
Personality-aware AI workplace coach
Ask Olivia helps teams communicate and collaborate more effectively in the flow of work with instant, personality-aware coaching before one-on-ones and key collaborations.
What it can do
Features & capabilities
Unknown is different from unavailable. Each fact carries its own evidence.
| Capability | Value | Evidence | Checked |
|---|---|---|---|
| Personality-aware coaching | Homepage describes real-time, personality-aware guidance for feedback, conflict, and collaboration. | Facts sourced | 2026-10-04 |
| Communication assistance | Pricing lists email and message create, rewrite, and reply assistance modules. | Facts sourced | 2026-10-04 |
| Business features | Business plan advertises directory search, reporting, organizational insights, and integration access. | Facts sourced | 2026-10-04 |
Understand the total cost
Ask Olivia - Your AI Communication Coach pricing & plans
Pro Unlimited Email
$9.50 /mo
Shown at $9.50 per month on monthly billing; annual options also listed
- Email assistance
- Unlimited email create, rewrite, and reply modules
- Coaching
- Unlimited coaching on Pro tiers per pricing table
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Explore toolThe practical questions
Frequently asked questions
What is Ask Olivia - Your AI Communication Coach used for?
Ask Olivia is a personality-aware AI workplace coach that helps teams improve communication, feedback, and collaboration inside Microsoft and Google workflows. It offers co-worker relationship coaching plus email and message rewrite assistance on individual and business plans.
Does Ask Olivia - Your AI Communication Coach have a free plan?
Starter plan is free with unlimited co-worker connections, Microsoft and Google integration, and limited coaching modules.. This record lists ongoing free access; check the plan limits before starting.
How much does Ask Olivia - Your AI Communication Coach cost?
The listed monthly price is $9.50 USD at monthly billing. See the plan cards for entitlements, billing commitments and seat minimums.
Can I use Ask Olivia - Your AI Communication Coach through an API?
Business plan lists integration access (API); Starter and Pro pages do not advertise API access for bots.. API access and subscription access may have different terms; consult the linked sources.
What should I check before choosing it?
Starter tier limits coaching and communication assistance; Business pricing is available via request trial rather than self-serve checkout.
Price history
No retained pricing changes yet. A current price alone does not establish a historical trend.
How this profile is supported
Identity and profile
Reviewed vendor source
Read original source ↗Facts apply to the named version and check date. Send a sourced correction if something changed.