Best AI Coaching Software with a Free Trial
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Compare the Top AI Coaching Software with a Free Trial as of June 2026
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What is AI Coaching Software with a Free Trial?
AI coaching software uses artificial intelligence to deliver personalized coaching, skill development, performance improvement, and professional growth recommendations to employees, managers, students, and individuals. These platforms analyze user behaviors, goals, assessments, communications, and performance data to provide tailored guidance, feedback, learning paths, and action plans. The software often includes AI-powered coaching conversations, role-playing simulations, progress tracking, competency assessments, and real-time recommendations to support continuous development. Many AI coaching solutions integrate with learning management systems (LMS), HR platforms, CRM systems, collaboration tools, and performance management software to create personalized coaching experiences at scale. By providing accessible, data-driven coaching and development support, AI coaching software helps organizations improve employee performance, leadership development, engagement, and learning outcomes. Compare and read user reviews of the best AI Coaching software with a Free Trial currently available using the table below. This list is updated regularly.
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1
Cloverleaf
Cloverleaf
Cloverleaf is an AI-powered coaching platform that turns assessment data, HRIS events, and calendar context into proactive, personalized coaching delivered in Slack, Microsoft Teams, Workday, and email. Built on assessments like DISC, CliftonStrengths, and Insights Discovery, Cloverleaf proactively coaches employees before meetings, during role transitions, and after performance reviews. Organizations align coaching to their own leadership frameworks and competency models, so development reinforces their standards rather than generic best practices. HRIS integration triggers coaching automatically when promotions, manager changes, or team transitions happen. Talent and HR leaders get visibility into coaching engagement, capability reinforcement, and development trends across teams and departments. Cloverleaf is SOC 2 Type II compliant, GDPR-aligned, and ISO 27001 certified. Trusted by 45,000+ teams to scale manager development, strengthen engagement, and improve retention. -
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UMU
UMU
Drive enterprise productivity with one tech-driven, AI-powered performance learning platform. Train, upskill, and coach for sales readiness and excellence in an AI-powered learning environment and turn your organization into a high-performance machine that drives results and exceeds targets. Leverage our AI-powered coaching tool to help sales teams practice at scale and deliver stellar presentations on product knowledge, FABs, and more in line with your industry’s best practices. Empower trainers and subject-matter experts in your organization to create training content by generating impactful video courses effortlessly, efficiently, and at scale. Help your organization master essential business conversation skills with real-world practice scenarios and instant, targeted coaching on business-critical behaviors. Discover how UMU can enhance performance and productivity across your organization with solutions tailored to your industry’s needs.Starting Price: $999 per year -
3
Tenor
Tenor
Tenor is an AI-powered leadership development platform that builds confident, capable managers with realistic, voice-based role-play simulations and personalized, on-demand coaching. The platform includes over 200+ prebuilt scenarios and supports custom simulations for conversations such as performance reviews, compensation discussions, conflict resolution, and team engagement. Each simulation delivers instant feedback, enabling leaders to refine their communication and leadership style in a safe, judgment-free environment. Tenor’s on-demand AI coach is grounded in your company’s leadership philosophy and integrates with tools like Microsoft Teams, Slack, LMS platforms, and email, so managers receive guidance directly in their flow of work. The platform is enterprise-ready, with SOC 2 Type II certification, robust data protection, and customizable permissions. -
4
Moovila
Moovila
Deliver on time every time with Moovila, the world’s most accurate work management system. Say hello to the first project management system complete with a built-in project manager. Connect your entire work ecosystem using the same data on a single platform with a clear visual path, AI-coaching, and project productivity scoring. Our Critical Path Engine digitally architects your project and collects data needed to forecast timelines, autonomously create schedules, and manage work variation so you can quickly adapt to change. To help remove any uncertainty created by workplace variability, our engine provides diagnostic insights to keep projects on their path to completion. Gain visibility and key insights to make smart decisions quickly and keep workflow moving forward. Enable collaboration for all stakeholders, including individual contributors, executives, customers and vendors, with SmartSchedule, an autonomous work scheduling and prioritization feature, and more. -
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Marlee
Marlee
Get to know your remote team and work better together. Marlee helps you improve your team dynamics and create an awesome team environment. It's the ultimate tool to reveal the hidden talents and blind spots inside yourself and your team. Effective collaboration is the key to doing good work. That's why you're using tools like Trello, Slack and Google Suite to collaborate on projects with your team! But what are you using to understand and improve the human dynamics of collaboration? It's time to start using a tool that helps you bring out the best in yourself and others at work. In minutes you'll uncover your unique 'fingerprint', or what makes you (and your team) tick at work. -
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Coach Nova
Wellbeing Navigator
Wellbeing Navigator is an AI-powered coaching platform designed to revolutionize employee well-being and mental health support. Our mission is to empower organizations to create healthier, happier, and more productive workplaces by providing scalable, personalized mental wellness solutions. Wellbeing Navigator offers COACH NOVA: A real-time AI coach tailored to provide stress management tools and insights-driven mental health support. We combine innovative AI technology with expert-led coaching to enhance employee engagement, reduce absenteeism, and boost productivity. Wellbeing Navigator is the future of workplace wellness, and we are here to partner with you to create a healthier, more resilient workforce.
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