Skylar
Skylar is a web-based AI sales coaching platform that creates roleplays tailored to a team’s industry, products, sales process and objections.
What Skylar is
Skylar is a web-based AI sales coaching platform that creates roleplays tailored to a team’s industry, products, sales process and objections. Representatives practice conversations with AI personas based on real buyers and buyer interviews, then receive immediate performance feedback. Analytics and performance metrics track improvement, supported by AI call analysis, coaching guidance, scorecards and manager dashboards. Teams can customize scenarios, and Skylar says setup typically takes 15–20 minutes. The service supports over 30 languages, including English, French, German, Japanese and Spanish. Skylar lists 300 working integrations, with examples such as Salesforce, HubSpot, Slack, Microsoft Teams, Gong and Google Sheets. Some connections are ready to authorize, others are configured during onboarding, and custom links can use an API and webhooks. Connections vary by system and workflow, and not all are two-way. Pricing is on request and depends on team size and features. Skylar lists London as headquarters and Sofia as its engineering center.
Good
- Roleplays tailored to sales challenges
- Immediate feedback after practice
- Supports over 30 languages
- 300 listed working integrations
- Manager dashboards and scorecards
Watch out
- Pricing requires a customized quote
- Integrations are not always two-way
- Setup typically takes 15–20 minutes
- Connection behavior varies by workflow
Who it suits
It is aimed at sales teams, sales training companies and coaches, and executive coaches. Teams wanting customized practice, multilingual roleplays and manager reporting are the clearest audience.
Verdict
Skylar centers practice, feedback and measurable coaching in a web platform. Its broad integration list and scenario customization support structured programs, while buyers must request pricing and check each connection’s behavior.
Plans and prices
From Skylar's own pricing page, checked 5 Oct 2026.
| Plan | Price | What it gives you |
|---|---|---|
| Custom pricing | Priced on request | Pricing depends on team size and features; contact Skylar for a customized quote |
The facts
Each one read from Skylar's own pages, with the date it was checked.
What it does
- Audience
- The site presents Skylar for sales teams, sales training companies and coaches, and executive coaches.checked 5 Oct 2026
- Customization
- Teams can customize practice scenarios around their sales process, products, and objections; the site says setup typically takes 15–20 minutes.checked 5 Oct 2026
- Feedback
- Skylar provides immediate performance feedback after practice sessions and tracks improvement with analytics and performance metrics.checked 5 Oct 2026
- Integration limits
- Skylar says connections vary by system and workflow and are not all two-way syncs.checked 5 Oct 2026
- Integrations
- Skylar lists 300 working integrations, with examples including Salesforce, HubSpot, Slack, Microsoft Teams, Gong, Google Sheets, and more.checked 5 Oct 2026
- Integration setup
- Some integrations are ready to authorize, others are configured with Skylar during onboarding, and custom connections can use its API and webhooks.checked 5 Oct 2026
- Languages
- Skylar says it supports over 30 languages, including English, French, German, Japanese, and Spanish.checked 5 Oct 2026
- Product
- Skylar is an AI sales coaching platform that creates roleplays tailored to a team’s industry, products, and sales challenges.checked 5 Oct 2026
- Roleplays
- Reps practice realistic conversations with AI personas based on real buyers and buyer interviews.checked 5 Oct 2026
- Security
- Skylar says conversations and company information are encrypted and stored securely, are not shared with third parties or used to train models for other customers, and that it is under observation for SOC 2 compliance.checked 5 Oct 2026
- Support
- Skylar says its support team typically responds within 24 business hours and handles product, sales, and technical inquiries.checked 5 Oct 2026
The company
- Company locations
- Skylar lists London, UK as its headquarters and main product team location, and Sofia, Bulgaria as its engineering and development center.checked 5 Oct 2026
- Headquarters
- London, UKchecked 28 Sep 2026
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