AI Roleplay Pioneer Second Nature Lands $22 Million Series B Funding
October 18, 2025, 3:53 pm
Second Nature secured $22 million in Series B funding. The AI roleplay platform revolutionizes sales and service training. It crafts dynamic, data-driven simulations. Users practice real-world customer exchanges, tackling objections with AI avatars. Immediate, personalized feedback sharpens skills. This accelerates onboarding, demonstrably boosting sales performance for enterprise clients like Zoom, Oracle, and Adobe. Funds fuel aggressive global expansion. AI model advancements are a priority. Sienna VC led the round. Bright Pixel, StageOne Ventures, Cardumen Capital, Signals VC, and strategic investor Zoom all participated. Second Nature firmly leads the AI-driven enterprise training market, preparing teams for AI's evolving landscape.
Second Nature, a leader in AI-powered sales and service training, recently closed a $22 million Series B funding round. This substantial investment propels the New York City-based company forward. It will expand operations. It will further refine its innovative AI sales training technology.
Sienna Venture Capital spearheaded the funding. Bright Pixel, StageOne Ventures, Cardumen Capital, and Signals VC also joined the round. Notably, Zoom, a prominent Second Nature customer, participated as an investor. This dual role underscores the platform's demonstrated value and strategic importance.
Founded in 2019 by Ariel Hitron and Alon Shalita, Second Nature rapidly emerged as a frontrunner in AI roleplay training. The company addresses a critical challenge. Sales and customer service teams require scalable, effective practice. Traditional training methods often lack realism and personalized feedback. Second Nature provides a dynamic solution.
Its platform deploys advanced conversational AI. This technology creates a virtual partner for sales and service representatives. Users engage in realistic practice scenarios. They simulate customer exchanges, sales pitches, and complex service interactions. The AI avatars replicate diverse customer responses, including objections and challenges. This prepares reps for unpredictable real-world conversations.
Second Nature builds a comprehensive data model for each client. It analyzes recorded calls, marketing collateral, scripts, and other customer-facing materials. This proprietary data forms the basis for generating a library of AI-driven roleplays. These exercises precisely mirror common scenarios teams encounter. The system offers immediate, targeted feedback after each conversation. This feedback aligns with customizable performance metrics. Users improve skills autonomously, ensuring mastery of every interaction.
The platform's efficiency is a key advantage. Customers can build and deploy their initial AI roleplays quickly. Often, this happens within an hour of onboarding. The technology supports over 20 languages. It accommodates multiple scenarios and a range of conversational moods. This versatility ensures broad applicability across global enterprises.
Second Nature delivers tangible business impacts. Clients report significant performance improvements. Oracle, Zoom, Adobe, Teleperformance, and Check Point are among its users. Companies observe average sales increases exceeding 20%. This boost often follows just 30 minutes of practice per trainee. Onboarding times also dramatically reduce. GoHealth, for example, cut onboarding time by a third. Simultaneously, their sales increased over 20%. Zoom saw monthly sales opportunities jump from 2.78 to over six. This indicates robust employee engagement in training.
The new capital fuels Second Nature's ambitious growth plans. Global expansion is a primary objective. The company will accelerate development of its core AI models. This includes deeper integration of personalized coaching and certification workflows. These enhancements will embed seamlessly into enterprise training systems. Second Nature aims to help organizations adapt to AI's rapid transformation of sales and service functions.
Industry observers note the platform's effectiveness. Its deployment spans diverse industries. Healthcare, HR, education, and insurance sectors all utilize its capabilities. This wide applicability highlights the universal need for enhanced workforce training. Second Nature's technology provides a cutting-edge answer.
The firm's investors believe Second Nature is uniquely positioned. It can lead the next evolution of AI training. The vision extends beyond simulated coaching. It includes developing AI-powered sales agents. These agents will augment human performance. This represents the next major pillar in modern go-to-market strategy. Second Nature is at the forefront of this shift, defining the future of enterprise readiness.
This Series B funding round solidifies Second Nature's market leadership. It empowers the company to accelerate product innovation. It supports global expansion efforts. As AI continues to reshape customer interactions, Second Nature provides essential tools. It enables businesses to train faster, perform better, and achieve significant growth.
Second Nature, a leader in AI-powered sales and service training, recently closed a $22 million Series B funding round. This substantial investment propels the New York City-based company forward. It will expand operations. It will further refine its innovative AI sales training technology.
Sienna Venture Capital spearheaded the funding. Bright Pixel, StageOne Ventures, Cardumen Capital, and Signals VC also joined the round. Notably, Zoom, a prominent Second Nature customer, participated as an investor. This dual role underscores the platform's demonstrated value and strategic importance.
Founded in 2019 by Ariel Hitron and Alon Shalita, Second Nature rapidly emerged as a frontrunner in AI roleplay training. The company addresses a critical challenge. Sales and customer service teams require scalable, effective practice. Traditional training methods often lack realism and personalized feedback. Second Nature provides a dynamic solution.
Its platform deploys advanced conversational AI. This technology creates a virtual partner for sales and service representatives. Users engage in realistic practice scenarios. They simulate customer exchanges, sales pitches, and complex service interactions. The AI avatars replicate diverse customer responses, including objections and challenges. This prepares reps for unpredictable real-world conversations.
Second Nature builds a comprehensive data model for each client. It analyzes recorded calls, marketing collateral, scripts, and other customer-facing materials. This proprietary data forms the basis for generating a library of AI-driven roleplays. These exercises precisely mirror common scenarios teams encounter. The system offers immediate, targeted feedback after each conversation. This feedback aligns with customizable performance metrics. Users improve skills autonomously, ensuring mastery of every interaction.
The platform's efficiency is a key advantage. Customers can build and deploy their initial AI roleplays quickly. Often, this happens within an hour of onboarding. The technology supports over 20 languages. It accommodates multiple scenarios and a range of conversational moods. This versatility ensures broad applicability across global enterprises.
Second Nature delivers tangible business impacts. Clients report significant performance improvements. Oracle, Zoom, Adobe, Teleperformance, and Check Point are among its users. Companies observe average sales increases exceeding 20%. This boost often follows just 30 minutes of practice per trainee. Onboarding times also dramatically reduce. GoHealth, for example, cut onboarding time by a third. Simultaneously, their sales increased over 20%. Zoom saw monthly sales opportunities jump from 2.78 to over six. This indicates robust employee engagement in training.
The new capital fuels Second Nature's ambitious growth plans. Global expansion is a primary objective. The company will accelerate development of its core AI models. This includes deeper integration of personalized coaching and certification workflows. These enhancements will embed seamlessly into enterprise training systems. Second Nature aims to help organizations adapt to AI's rapid transformation of sales and service functions.
Industry observers note the platform's effectiveness. Its deployment spans diverse industries. Healthcare, HR, education, and insurance sectors all utilize its capabilities. This wide applicability highlights the universal need for enhanced workforce training. Second Nature's technology provides a cutting-edge answer.
The firm's investors believe Second Nature is uniquely positioned. It can lead the next evolution of AI training. The vision extends beyond simulated coaching. It includes developing AI-powered sales agents. These agents will augment human performance. This represents the next major pillar in modern go-to-market strategy. Second Nature is at the forefront of this shift, defining the future of enterprise readiness.
This Series B funding round solidifies Second Nature's market leadership. It empowers the company to accelerate product innovation. It supports global expansion efforts. As AI continues to reshape customer interactions, Second Nature provides essential tools. It enables businesses to train faster, perform better, and achieve significant growth.