Skylar
Skylar: A broad sales coaching platform for scalable practice, onboarding, and call analysis. Ranked #7 of 26 in Sales Coaching Software by our editors (8.5/10); pricing: Pricing on request; best for organizations needing scalable roleplay programs.
At a glance
- Editor score8.5 / 10
- PricingPricing on request
- Best forOrganizations needing scalable roleplay programs
- Call analysisAi
- Facts checked22 Sep 2026
Where it wins
- Custom AI role-play for products, buyers, objections, and sales stages
- Combines practice, onboarding paths, call analysis, and skill analytics
- Supports 300 integrations plus white-label delivery for trainers
Where it doesn't
- Pricing requires a customized quote
- Its broad feature set may exceed narrow coaching needs
- Cloud deployment may not suit teams requiring another deployment model
Our verdict on Skylar
Skylar is an AI sales coaching platform for sales teams, sales trainers, training companies, and executive coaches. Its core workflow combines AI buyer-persona role-play with feedback on assessed skills and behaviours. Teams can create scenarios around their products, buyers, sales stages, objections, and coaching criteria, then support practice across discovery, pitching, negotiation, qualification, and objection handling. The platform also covers onboarding, assessments, real-call analysis, reporting, competitions, and manager visibility.
The strongest fit is for organizations that want a program rather than a standalone role-play tool. Structured onboarding paths include courses, milestones, and assessments, while progress tracking, scorecards, leaderboards, and skill-trend analytics give managers several ways to monitor development. Real-call and transcript analysis extends coaching beyond simulated conversations. White-label delivery adds a clear use case for trainers and training companies that need branded programs for clients.
Skylar also fits teams with an established sales technology stack. Its listed integrations include Salesforce, HubSpot, Slack, Microsoft Teams, Gong, Fireflies, Zoom, Outreach, Salesloft, Google Sheets, Zendesk, and Workday, alongside API and webhook support. The product is cloud-based and available through web and API access, with email, chat, phone, and documentation support. Pricing uses a contact-sales model, with customized quotes based on team size, features, or delivery model. Choose Skylar for scalable roleplay, onboarding, and coaching workflows across teams; a narrower tool may be more suitable when the requirement is limited to basic practice or a single coaching function.
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Skylar pricing
Skylar fact sheet
| Free plan | Not verified |
|---|---|
| Paid from | Not verified |
| Call analysis | Ai |
| Coaching guidance | Ai |
| Coaching scorecards | Yes |
| Development plans | Not verified |
| Manager dashboards | Yes |
| CRM integrations | Yes |
| Deployment | Cloud |
| Platforms | Web |
| Support | Email, Live chat, Phone, Docs |
| Built for | Solo, Small business, Mid-market, Enterprise (editorial estimate) |
| Integrations | 300+ integrations: Salesforce, HubSpot, Slack, Microsoft Teams, Gong, Fireflies … See all → |
| Pricing | Pricing on request |
| Website | getskylar.com |
| Facts checked | 22 Sep 2026 |
Skylar integrations
Skylar lists 300+ integrations on its own site — the 14 named here are the ones its pages call out.
- Salesforce
- HubSpot
- Slack
- Microsoft Teams
- Gong
- Fireflies
- Zoom
- Outreach
- Salesloft
- Google Sheets
- Zendesk
- Workday
- API
- Webhooks
Alternatives to Skylar
- Outdoo AIAn integrated sales coaching platform spanning practice, analysis, learning, and manager insights.9.4
- SalesRoleplayA budget-friendly coaching platform with CRM connections, call scoring, and AI roleplay.9.2
- ExecBroad AI coaching coverage with a free plan and a $20 annual Starter tier.9.0
Skylar vs the competition
- Skylar vs Outdoo AI
- Skylar vs SalesRoleplay
- Skylar vs Exec
- Skylar vs Hyperbound
- Skylar vs Shiken
- Skylar vs SkillTap
Compare Skylar with any tool side by side →
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Reviewed by iTechGuides Editors · Editorial team · Updated Oct 2026
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