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2Win! and Yoodli Partner to Launch AI-Powered Roleplays for Winning Sales and Demo Conversations

AI Sales Coach
Partnership
Sales Training

June 6, 2025

2 min read

2Win!, a global leader in sales, demo, and customer success training, and Yoodli, an AI-powered roleplay platform, are excited to announce a strategic partnership designed to bring AI-driven practice and reinforcement into 2Win!’s renowned methodologies. This collaboration merges 2Win!’s proven frameworks for delivering winning demos and value-driven sales conversations with Yoodli’s cutting-edge generative AI technology transforming how go-to-market teams learn, practice, and master the skills that drive conversion and customer impact.

A New Standard for Sales, Demo, and Success Coaching

For over 20 years, 2Win! has helped sales, pre-sales, and customer success teams elevate performance by mastering how to tell compelling stories, deliver engaging demos, and build authentic connections with buyers. Now, powered by Yoodli, 2Win! is extending that expertise by offering clients a continuous, scalable coaching experience that complements its live workshops and online training  helping teams reinforce and apply critical skills in a private, intuitive AI environment.

Through the partnership, teams will be able to:

  • Simulate Real-World Buyer Interactions: Practice delivering engaging, value-focused demos and sales conversations with an AI coach that replicates realistic customer scenarios.
  • Receive Real-Time, Private Feedback: Get immediate, judgment-free insights on delivery, clarity, message impact, and objection handling to sharpen performance.
  • Reinforce Learning On Demand: Access continuous practice opportunities that align with 2Win!’s trusted frameworks, ensuring long-term behavior change and skill retention.
  • Scale Coaching Across Teams: Enable managers and enablement leaders to monitor trends, surface coaching moments, and drive consistent performance improvements across sales, pre-sales, and success organizations.

Executive Perspectives

"At 2Win!, we believe that consistent, high-impact execution is what separates top performers from the rest. By partnering with Yoodli, we’re giving our clients the tools to go beyond learning to practice, refine, and master the skills that lead to better demos, stronger relationships, and more closed deals."

Dan Conway, CEO at 2Win!

"We’re thrilled to partner with 2Win!, whose methodologies have transformed sales and success teams worldwide. Together, we’re equipping professionals with the targeted, AI-powered coaching they need to deliver exceptional buyer experiences every time."

Varun Puri, CEO at Yoodli

About 2Win!

2Win! is a global sales, demo, and customer success training company helping organizations drive growth by mastering the art of delivering winning demos and sales conversations. Trusted by leading SaaS, technology, and B2B companies, 2Win! provides expert-led workshops, online training, and frameworks that help teams engage buyers, tell compelling stories, and differentiate in competitive markets. Learn more at 2winglobal.com.

About Yoodli

Yoodli is a generative AI roleplay and communication coaching platform that offers private, real-time, judgment-free practice opportunities for sales and go-to-market teams. Trusted by Fortune 100 companies like Google, Yoodli’s SOC2 Type 2 and GDPR-compliant platform is used to master sales certifications, product messaging, objection handling, leadership communication, and more. Learn more at yoodli.ai.

2Win! and Yoodli share a vision for empowering teams to turn knowledge into consistent, high-impact execution through continuous, AI-powered practice and reinforcement.

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