Ask Olivia
Ask Olivia gives on-demand workplace-communication coaching that adapts to what it knows about a colleague's personality, aimed at everyone from individual contributors to managers and executives. The free tier is real but limited, and the more useful unlimited coaching and email help sit behind a low-cost personal subscription.
Pros
- Separate low-cost tiers for coaching-only or email-only use
- Free Starter tier includes some real coaching, not just a demo
- Integrates directly with Microsoft and Google accounts
- Business tier adds organization-wide conflict and engagement insights
Cons
- Business-tier API access is described inconsistently on the pricing page
- Coaching quality depends on how well the tool has profiled the people involved
- No published pricing for the Business tier