Sales & Customer Success Trainer

Mosai • Jacksonville, FL

4d • Onsite

About The Position

The Sales & Customer Success Trainer at Mosai is responsible for developing and delivering training programs that increase the effectiveness of client-facing teams across Sales and Customer Success. This role focuses on accelerating new hire onboarding, building consistent sales and customer engagement skills, and reinforcing best practices that drive revenue growth, customer retention, and expansion opportunities. The Sales & Customer Success Trainer facilitates instructor-led training, coaching sessions, role-play exercises, and ongoing skills development initiatives to improve individual and team performance. Reporting to and working closely with the Director of Training & Enablement, this role executes enablement programs and provides direct coaching and feedback to support employee growth and adoption of key processes and methodologies. While the initial focus is primarily on Sales enablement, the role also partners with Customer Success to strengthen customer relationships, improve retention, and support long-term client success. Success in this role is measured by onboarding effectiveness, skill adoption, employee performance improvement, and the overall impact of training programs on business outcomes.

Requirements

• Bachelor’s degree from an accredited institution or equivalent professional experience.
• 3+ years of experience in sales training, enablement, learning and development, or a client-facing Sales or Customer Success role with training responsibilities.
• Proven ability to facilitate engaging in-person and virtual training sessions for diverse audiences.
• Experience developing training materials, including guides, playbooks, talk tracks, demo scripts, certifications, training decks, online courses, assessments, and reinforcement tools.
• Strong coaching and feedback skills with the ability to influence behavior change and improve performance.
• Experience supporting and reinforcing a structured sales methodology.
• Strong presentation, communication, and interpersonal skills.
• Excellent organizational and project management skills with the ability to manage multiple initiatives simultaneously.
• Ability to build effective partnerships and collaborate across Sales, Customer Success, Product, Marketing, and other cross-functional teams.
• Self-directed work ethic, learning agility, and ability to thrive in a fast-paced, evolving environment.
• Proficiency with business applications and productivity tools, including Microsoft Office.

Nice To Haves

• Experience in healthcare, home-based care, healthcare technology, or SaaS environments.
• Exposure to both Sales and Customer Success organizations and customer lifecycle processes.
• Experience supporting teams in a high-growth or private equity-backed organization.
• Familiarity with Salesforce, learning management systems (LMS), conversation intelligence platforms (e.g., Gong), and AI-enabled productivity tools.
• Experience designing and implementing training programs, certifications, and onboarding frameworks.
• Certification or formal training in instructional design, adult learning, facilitation, or a recognized sales methodology.
• Demonstrated success coaching customer-facing teams to improve performance, productivity, and customer outcomes.

Responsibilities

• Deliver onboarding and training programs for new Sales and Customer Success team members, ensuring a structured and effective ramp to productivity.
• Serve as the primary training resource for new hires, providing coaching, guidance, and ongoing development throughout the onboarding process.
• Build, maintain, and continuously improve onboarding curricula covering product knowledge, sales methodology, industry expertise, and role-specific competencies.
• Partner with Product, Product Marketing, Clinical, and other subject matter experts to develop and maintain product and industry training materials.
• Create and deliver training programs that enable client-facing teams to effectively position new products, features, and company initiatives.
• Facilitate instructor-led training sessions, workshops, role plays, and skill development exercises for Sales and Customer Success teams.
• Coach Account Executives on prospecting, discovery, product demonstrations, objection handling, competitive positioning, negotiations, and closing strategies.
• Support Account Management teams by developing skills related to renewals, expansion opportunities, value-based conversations, and customer retention.
• Train Customer Success Managers on adoption strategies, business reviews, renewal readiness, risk mitigation, and customer growth opportunities.
• Review customer-facing interactions, including recorded calls and meetings, to identify coaching opportunities and skill development needs.
• Develop and administer certification programs to validate product knowledge, sales methodology, and customer engagement competencies.
• Track onboarding progress, training participation, certification status, and skill development metrics to measure program effectiveness.
• Partner with Sales and Customer Success leaders to identify performance gaps and deliver targeted training and coaching solutions.
• Equip frontline managers with tools, resources, and coaching frameworks to reinforce learning and drive ongoing development within their teams.
• Support the evaluation, implementation, and ongoing administration of learning management and enablement platforms.
• Meet established training, onboarding, and enablement goals that support company growth, customer retention, and revenue objectives.
• Other duties as assigned.

Benefits

• Equal opportunity employer status
• Consideration for employment without regard to race, color, religion, national origin, sex, sexual orientation, gender identity, veteran status, and disability, or other legally protected status
• Disability assistance for application submission
• E-verify employment eligibility verification

What This Job Offers

• Job Type: Full-time
• Career Level: Entry Level