
Ive seen it happen in countless sales organizations. They invest thousands in training build detailed playbooks and run endless enablement sessions. Then a rep gets on a live call the prospect throws them a curveball and they freeze.
- Whats the real ROI on this
- How are you any different from Competitor X
- We already have a tool that does that
The uncomfortable truth is that most sales enablement is passive. Reps consume information but they dont get a chance to perform under pressure. Its like teaching a pilot to fly by showing them PowerPoint slides. It doesnt work.
Thats why I was inspired to create an initial prototype for an AI app that could help act as a flight simulator for sales professionals or any person who wants to use AI to roleplay different scenarios. The AI app provides a safe repeatable environment for reps to practice live spoken conversations with a potential buyer get instant coaching and measurably improve their skills.
Our team at OnStak works a lot with Cisco and Splunk sellers as a Cisco MINT partner so I was inspired to create this to serve as an AI-powered tool to help sellers practice track and get feedback to grow and improve their skills.
This tool can also be applied it a lot of other education and enablement scenarios using AI to roleplay and train people in different scenarios.

Lets break down how it works.
The Core Problem: Passive Learning Doesnt Create Performers
Lets face it sales managers dont need another training deck.
They need reps who can:
- Handle objections with confidence
- Control the conversation and guide the buyer
- Diagnose pain points with precision
- Tell a compelling story that resonates with buyers
Achieving this without burning out your top performers on endless role-plays is the holy grail of sales enablement. This is the problem the app prototype I built SplunkSalesTrainer was built to solve.
The Solution: AI-Powered Sales Roleplaying Tool That Serves as A Flight Simulator for Sales
SplunkSalesTrainer creates a realistic on-demand practice environment.
Heres the core workflow:
1. Choose a Scenario: Reps select from a library of practice scenarios tailored to specific industries personas and pain points. This ensures the practice is relevant to the real-world calls theyll be making.


2. Start the Conversation: Reps engage in a spoken conversation with an AI-powered customer. The AI is trained on the companys actual sales playbook so it challenges the rep with realistic objections and questions.

3. Get Detailed Feedback: Immediately after the conversation the AI provides a detailed performance analysis scoring the rep on key skills like empathy clarity and objection handling. It highlights strengths identifies areas for improvement and even suggests better responses.

4. Track Your Progress: All practice sessions are saved allowing reps and managers to track improvement over time. The platform provides a dashboard with metrics like average score improvement rate and performance trends.


5. Review Conversation History: Reps can review transcripts and listen to recordings of their practice sessions to identify specific areas for improvement.


Why Voice-Based AI Is a Game-Changer
Text-based practice is better than nothing but sales is a spoken performance.
Voice-based AI training is a game-changer because it forces reps to practice:
- Pacing and clarity: Speaking clearly and at an appropriate pace
- Confidence: Sounding confident and knowledgeable
- Handling interruptions: Gracefully handling interruptions and getting the conversation back on track
- Navigating tension: Managing difficult conversations and resolving tension
This is the kind of practice that builds real-world skills and turns reps into closers.
The Real-World Impact: Scalable Coaching and Measurable Improvement
When you deploy a tool like this one I made SplunkSalesTrainer a few things happen quickly:
1. Coaching Scales: Managers are no longer the bottleneck. Reps can practice for 10 minutes a day before a big call or after a tough one without needing to schedule a role-play.
2. Performance Becomes Measurable: Instead of relying on gut feelings you get hard data on skill development performance trends and team-wide skill gaps.
3. Enablement Drives Behavior Change: Training content is no longer just a document in a folder. Its the foundation for a dynamic practice environment that drives repetition muscle memory and continuous improvement.
This is the difference between training and transformation.
P.S. If youre interested in building a similar AI-powered training solution for your team lets talk. Our team at OnStak can help you design and implement a custom solution that meets your specific needs.
Please feel free to drop a comment or DM me if you have a question or if youre interested in working with a team of AI experts to help you along your AI adoption journey.
And remember to keep moving forward!
About Jason Fleagle
Jason Fleagle is the Chief AI Architect at OnStak and is also a writer entrepreneur and consultant specializing in tech AI and growth. He helps humanize data so every growth decision an organization makes is rooted in clarity and confidence.
Jason has helped lead the development and delivery of over 500 AI projects and tools and frequently conducts training workshops to help companies understand and adopt AI. With a strong background in digital marketing content strategy and technology he combines technical expertise with business acumen to create scalable solutions.
He is also a content creator producing videos workshops and thought leadership on AI entrepreneurship and growth. He continues to explore ways to leverage AI for good and improve human-to-human connections while balancing family business and creative pursuits.
Connect with Jason at TheJasonFleagle.com.
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