Freedom251 › Sales Coaching Software
Skylar
What Skylar is
Skylar is a web-based AI sales coaching platform for teams that want structured practice and feedback for sales conversations. It creates roleplays shaped around a team’s industry, products, sales process and objections. Reps converse with AI personas drawn from real buyers and buyer interviews, then receive immediate performance feedback. Analytics and performance metrics track improvement, while AI call analysis, AI coaching guidance, coaching scorecards and manager dashboards support review and coaching.
Teams can tailor scenarios to their needs; Skylar says setup typically takes 15–20 minutes. It supports over 30 languages, including English, French, German, Japanese and Spanish. Skylar lists 300 working integrations, with examples including Salesforce, HubSpot, Slack, Microsoft Teams, Gong and Google Sheets. Some connections are authorized directly, while others are configured during onboarding; custom connections can use the API and webhooks. Connections vary by system and workflow, and not all sync in both directions.
Skylar presents its platform for sales teams, sales training companies and coaches, and executive coaches. Pricing is on request and depends on team size and features. The company lists London as its headquarters and main product team location, and Sofia, Bulgaria as its engineering and development center.
Who it suits
Skylar suits sales teams seeking tailored conversation practice, immediate feedback and metrics for tracking improvement. It also targets sales training companies, sales coaches and executive coaches.
What it does well
- Roleplays reflect the team’s industry, products, sales process and objections.
- AI personas draw on real buyers and buyer interviews.
- Immediate feedback and performance metrics track practice and progress.
- Supports over 30 languages.
- Lists 300 working integrations, including Salesforce and HubSpot.
- Includes coaching scorecards and manager dashboards.
What to know first
- Pricing requires a customized quote.
- Connections vary by system and workflow.
- Not all integrations provide two-way sync.
Plans
| Plan | Billed and limits | Price |
|---|---|---|
| Custom pricing | Pricing depends on team size and features; contact Skylar for a customized quote | On request |
As getskylar.com lists them, read 5 Oct 2026. The maker's own page has the final word.
Getting started
- Visit the Skylar website.
- Contact Skylar for pricing based on team size and features.
- Customize practice scenarios around your sales process, products and objections.
- Set up scenarios, which Skylar says typically takes 15–20 minutes.
- Authorize available integrations or configure them during onboarding; custom connections can use the API and webhooks.
Verdict
Choose Skylar if your team wants customizable AI roleplays, feedback and performance tracking in multiple languages. Consider its integration details and request a quote to confirm fit for your workflows and team size.
Questions
How much does Skylar cost?
Pricing is on request and depends on team size and features.
Which platforms does Skylar support?
Skylar is available on the web.
What languages does Skylar support?
It says it supports over 30 languages, including English, French, German, Japanese and Spanish.
Which integrations does Skylar offer?
Skylar lists 300 working integrations, including Salesforce, HubSpot, Slack, Microsoft Teams, Gong and Google Sheets. Custom connections can use its API and webhooks.
Do all Skylar integrations sync both ways?
No. Connections vary by system and workflow, and they are not all two-way syncs.
What does Skylar say about data 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.
Facts from Skylar's own pages
- Audience
- The site presents Skylar for sales teams, sales training companies and coaches, and executive coaches. · getskylar.com, 5 Oct 2026
- Company locations
- Skylar lists London, UK as its headquarters and main product team location, and Sofia, Bulgaria as its engineering and development center. · getskylar.com, 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. · getskylar.com, 5 Oct 2026
- Feedback
- Skylar provides immediate performance feedback after practice sessions and tracks improvement with analytics and performance metrics. · getskylar.com, 5 Oct 2026
- Headquarters
- London, UK · getskylar.com, 28 Sept 2026
- Integration limits
- Skylar says connections vary by system and workflow and are not all two-way syncs. · getskylar.com, 5 Oct 2026
- Integrations
- Skylar lists 300 working integrations, with examples including Salesforce, HubSpot, Slack, Microsoft Teams, Gong, Google Sheets, and more. · getskylar.com, 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. · getskylar.com, 5 Oct 2026
- Languages
- Skylar says it supports over 30 languages, including English, French, German, Japanese, and Spanish. · getskylar.com, 5 Oct 2026
- Product
- Skylar is an AI sales coaching platform that creates roleplays tailored to a team’s industry, products, and sales challenges. · getskylar.com, 5 Oct 2026
- Roleplays
- Reps practice realistic conversations with AI personas based on real buyers and buyer interviews. · getskylar.com, 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. · getskylar.com, 5 Oct 2026
- Support
- Skylar says its support team typically responds within 24 business hours and handles product, sales, and technical inquiries. · getskylar.com, 5 Oct 2026
Where Skylar stands on Freedom251
- Sales Coaching Software#25 of 26