AI Sales Roleplay & Coaching

Practice Smarter. Sell Faster. Win More Deals.

FlyMSG includes an AI sales roleplay & coaching tool that lets reps rehearse cold calls and discovery conversations in a realistic, risk-free environment. 

 

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Who Chooses this AI Sales Role-play & Cold Call Simulator

FlyMSG AI Sales Roleplay is Perfect for:

Reps don’t just roleplay—they get better, faster with sales coaching that changes behavior!

 

Onboard Faster and Build Consistent Messaging

Get new reps call-ready in record time with tailored AI sales role play scenarios that reinforce messaging and boost meeting-booking confidence.

 

Get FlyRolePlay. It's free!
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Master Discovery Calls and Close Faster

Close more deals with personalized AI sales coaching that sharpens discovery skills and objection handling—before the real call ever starts.

 

 

Get FlyMSG. It's free!
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Accelerate Outreach and Response Time

Roleplay cold calls in a realistic sales simulator that trains inside reps to open stronger, respond smarter, and convert faster.

 

Get FlyRolePlay. It's free!
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Deepen Relationships and Grow Revenue

Perfect expansion and renewal conversations with AI-powered coaching that helps Account Managers ask better questions and uncover more upsell opportunities.

 

 

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Scale Coaching and Measure Progress

Deliver consistent, scalable sales coaching at every stage with detailed feedback, custom roleplay scenarios, and AI-driven performance insights.

 

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How Does this AI Sales Roleplay Work?

FlyMSG simulates realistic buyer interactions using AI-driven personas and personality types that challenge reps with objections, questions, and industry-specific scenarios.

Step 1

Select a scenario (cold call, discovery call or objection handling)

 

Step 2

Choose or create a buyer persona (ICP, industry, buyer title, etc.)

 

Step 3

Roleplay in real time with an AI-generated live conversation

Step 4

Get instant feedback on tone, delivery, word choice, and message

Step 5

Review analytics, identify patterns, and track improvements over time

 

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Why Your Sales Team Will Love this Sales Coaching Simulator

FlyMSG’s AI Sales Roleplay doesn’t just teach reps what to say — it helps them say it better, more confidently, and more consistently.

Faster Onboarding:

Cut ramp time in half by letting new reps practice every day with live simulations.

Objection Handling:

Learn how to respond confidently to tough questions and still book the appointment.

Better Messaging:

Reinforce scripts, talk tracks, and positioning all while practicing with different personalities.

Progress Tracking:

Sales reps can track to their own improvement areas and have AI give them coaching. 

Higher Conversion:

Enter real conversations more prepared and persuasive with any personality type.

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More Than AI Sales Roleplay

It’s a sales simulator that:

 

🎤 Simulates real conversations with smart AI personas tailored to your buyers personality and real customer objections.

🧠 Provides instant coaching on delivery, tone, filler words, confidence, pitch and pacing.

🧱 Allows reps to create custom personas and sales situations to match target industry and ICP.

📊 Tracks improvement over time and identify trends across individuals or teams.

🎥 Stores previous roleplays to track improvement over time.

🔒 Creates a secure and private environment to practice.

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Packed With Sales Coaching Superpowers

Practice. Perfect. Perform.

 

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AI Sales Coaching Feedback That Actually Helps

Our AI Sales Coach doesn’t just score you—it teaches you. Get immediate insights on:

  • Talk-time balance
  • Filler words and pacing
  • Objection response quality
  • Discovery question depth
  • Closing strength and call-to-action clarity

 

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Train for Real-World Buyer Conversations

Whether you’re prospecting or qualifying, FlyMSG uses AI to simulate:

 

Practice cold calls that start with “I’m not interested.” Rehearse discovery calls that uncover true buyer needs.

 

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What People Are Saying

Practice Smarter. Sell Faster. Win More Deals.

Try FlyMSG's AI Sales Roleplay Today

Get started with FlyMSG—your AI Sales Role Play simulator and coach in one.

Shorten ramp time. Improve every call. Book more meetings.

 

 

Get FlyRolePlay. It's free!

FAQs

FlyMSG’s includes an AI Sales Roleplay tool that lets reps practice cold calling and discovery calls in a live conversation simulation format. All with with real-time coaching feedback from a 24/7 AI Sales Coach.

 

FlyMSG’s AI Sales Role-Play mimics real buyer behaviors—tone, objections, resistance levels—based on persona, title, and industry. Reps can roleplay against a variety of buyer types in realistic call scenarios.

 

No. FlyMSG’s AI Sales Role-Play is built for both cold calls and discovery calls. Users can practice initiating outreach and conducting deep discovery conversations.

 

Unlike those tools, FlyMSG’s AI Sales Role-Play combines cold call + discovery training, buyer persona customization, and integration with FlyLearning and the full FlyMSG productivity suite.

In reality we teach a rep how to engage online through platforms like LinkedIn, email messaging, and video sales prospecting and with our AI sales role-play software we now help coach your reps to handle the cold call!

 

Yes. After each roleplay, reps receive an AI sales coaching report with scoring on key performance areas like objection handling, tone, talk time, CTA strength and finally if simulating a cold-call we are measuring did they book a meeting!

 

This tool is part of the FlyMSG productivity and training suite, so yes—but that’s a good thing. FlyMSG gives you access to AI writing, sales prospecting ondemand learning, AI post generator, AI grammar checker, AI LinkedIn commenting, auto text expander and other tools that elevate your entire sales workflow and create buyer engagement. 

 

Account executives, inside sales, BDRs and SDRs,  account managers, sales coaches, B2B sales teams, and  everyone else who want to master sales conversations and shorten ramp time.

 

FlyMSG’s Sales Role-Play tool uses AI Sales Roleplay scenarios to simulate real cold calls and discovery calls, giving sales reps the ability to practice and refine their skills with instant feedback from an AI sales coach.

 

Yes. You can create sales simulations by buyer persona, industry, job title, and tone. This helps your reps roleplay with realistic conversations that align with their target audience.

 

FlyMSG’s Sales Role-Play tool delivers AI-driven sales coaching in seconds, offering performance scores and insights on objection handling, tone, talk-to-listen ratio, and more—so reps can improve after every session.

 

Absolutely. FlyMSG is built for individual reps and enterprise teams alike. It will soon include team performance dashboards, persona-based simulations, and full integration with the FlyMSG productivity suite Customer Account Center.

 

Yes. FlyMSG’s AI Sales Role-Play scores each session based on talk time, filler words, discovery quality, and objection response. Sales managers can use this data for coaching and rep development.

 

After completing training lessons in FlyLearning, reps can reinforce their knowledge in our AI sales role-play simulations. FlyLearning covers sales prospecting training on LinkedIn prospecting, video sales prospecting and sales messaging. Whereas, the AI sales role-play coaching and training tool focuses on cold calling and disovery calls.

This learn-and-practice loop drives better retention and sales performance, and avoids having reps practice live on actual prospects.

 

FlyMSG’s AI Sales Role-Play runs inside the FlyMSG application, making it easy for reps to access their AI Sales Roleplay simulator wherever they work online. You can access it from the side panel from within FlyMSG by going to https://app.vengreso.com/flyboard

 

No. Per our terms and conditions there are no refunds ever issued. You may enjoy the use of FlyMSG’s AI Sales Role-Play throughout the term you have remaining from the date of purchase.

 

That depends. FlyMSG is a productivity suite. Some people use us 100x a day for AI writing, grammar checking whereas some reps may use the sales coaching and simulator from FlyMSG only 1x a week. We recommend reps use FlyMSG’s AI Sales Role-Play daily to build muscle memory and confidence. Just 10 minutes of practice per day can dramatically improve cold calling and discovery outcomes.

 

You can set up an account by going to https://app.vengreso.com/session/signup and after signing up you’ll be able to access FlyMSG’s AI Sales Role-Play on the left hand side navigation. Start practicing immediately. Try it free or book a demo to learn more.

 

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