Client-specific AI roleplays
Help leaders rehearse tough feedback, board pushback, and conflict using your framework and their real context.
For Executive Coaches
Scale Your Coaching With AI Role-play
Your frameworks, delivered through AI. Skylar lets the leaders you coach rehearse their highest-stakes conversations between sessions—and proves the change.
Trusted by sales teams at innovative companies
Your coaching, delivered through one connected system.
Bring your resources, AI roleplays, and conversation reviews together around your coaching method and the situations each leader faces.
Assessment and progress
See what each leader practises, how they apply your framework, and where to focus your next session.
Real conversation reviews
Use conversations clients choose to share, with permission from those involved, to reflect on how they apply your coaching.
Courses and resources
Keep your frameworks, reflection prompts, and practice assignments together between coaching sessions.
Transform Your Coaching Practice
Old Way
New Way
Old Way
Insight that fades after the session
No safe place to practice
"It felt valuable"
New Way
Skills rehearsed until they stick
Practice on demand, any time
Proof of behavior change
Insight that fades after the session
Skills rehearsed until they stick
No safe place to practice
Practice on demand, any time
"It felt valuable"
Proof of behavior change
Business Impact You Can Sell
Clients renew retainers and corporate contracts
Build predictable recurring revenue
Show concrete data on behavior change
Coach more leaders without cloning yourself
The most realistic conversation practice
Based on real conversations
Our AI personas are trained on thousands of real conversations, not scripted responses.
Your toughest scenarios
Rehearse the moments that matter—tough feedback, board pushback, a defensive direct report, a skeptical peer.
Authentic communication styles
The AI adapts to different personality types, seniority levels, and emotional temperatures.
37%
Improvement After Two Weeks Of Practice
Custom for every client
Your framework
Skylar learns your methodology. Every practice scenario it builds stays rooted strictly in your approach.
Their world
The AI builds context from the ground up—your client's role, their stakeholders, and the exact conversation they are dreading.
The feedback loop
See who is practising, where they are stuck, and how their skills progress—so you walk into every session knowing exactly where to focus.
2,500
Practice Conversations Completed Weekly
15,000
Conversations Analysed Every Month
The proof your sponsors are asking for.
Skill adoption
Stop guessing whether the coaching stuck. See exactly who is putting your frameworks into practice and who is reverting to old habits.
Real-world progress
Track how each leader improves across the conversations that matter most, session over session.
Board-ready proof
Generate clear executive reports that give the sponsor funding your engagement the exact data they need to renew.
Want to Explore White Labelling?
Want to offer AI role-play under your own brand? Our white-label solution lets you deliver Skylar-powered practice to the leaders you coach — with your logo, your colours, and your name on every screen.
Your brand, your platform
Clients see your name, not ours.
Launch fast
We handle the tech, you keep the relationship.
Frequently Asked Questions
What Our Customers Say
"My clients used to forget the framework by Monday. Now they rehearse the conversation before they walk into the room."
Jay Edilin
Executive Coach & Founder, Wove Leadership
"I wish I had this when I started coaching senior leaders."
Hans Eldblom
Leadership Coach, Databricks
"My clients can now practice between sessions. What a time-saver."
Marcus Holloway
Principal Executive Coach, Pinnacle Leadership
"For the first time I can show a sponsor exactly how a leader's behavior changed—not just that they enjoyed the sessions."
Morten Hagen
Head of Leadership Development, SAM Labs
Ready to scale your coaching practice?
Give the leaders you coach the practice they need to make your coaching stick