Sales & Customer Success Trainer

This is a fully remote position, open to applicants in Florida.

📋 Description

• Facilitate onboarding and training initiatives for newly hired Sales and Customer Success team members.

• Act as the main training resource for new recruits, offering coaching, guidance, and continuous development.

• Develop, maintain, and enhance onboarding curricula that encompasses product knowledge, sales techniques, industry insight, and role-specific skills.

• Collaborate with Product, Product Marketing, Clinical, and other subject matter experts to create and update training materials related to products and the industry.

• Design and implement training programs for new products, features, and company initiatives.

• Conduct instructor-led training sessions, workshops, role-playing activities, and skill enhancement exercises.

• Mentor Account Executives on prospecting, discovery, product demonstrations, objection handling, competitive positioning, negotiations, and closing techniques.

• Assist Account Management teams with renewals, opportunities for expansion, value-driven discussions, and customer retention strategies.

• Educate Customer Success Managers on adoption techniques, business reviews, renewal readiness, risk mitigation, and opportunities for customer growth.

• Analyze recorded customer interactions to identify areas for coaching.

• Create and manage certification programs.

• Monitor onboarding progress, training participation, certification status, and skill development metrics.

• Identify performance deficiencies and provide targeted training and coaching solutions in collaboration with Sales and Customer Success leaders.

• Equip frontline managers with essential tools, resources, and coaching frameworks.

• Assist in the evaluation, implementation, and management of learning management and enablement platforms.

• Achieve training, onboarding, and enablement targets that support company growth, customer retention, and revenue goals.

• Execute additional duties as required.

⛳️ Requirements

• Bachelor’s degree from an accredited institution or equivalent professional experience.

• Over 3 years of experience in sales training, enablement, learning and development, or a client-facing Sales or Customer Success role with training responsibilities.

• Demonstrated ability to conduct engaging in-person and virtual training sessions for diverse groups.

• Experience in developing training materials such as guides, playbooks, talk tracks, demo scripts, certifications, training decks, online courses, assessments, and reinforcement tools.

• Strong coaching and feedback skills with the capacity to influence behavioral changes and enhance performance.

• Experience in supporting and reinforcing a structured sales methodology.

• Excellent presentation, communication, and interpersonal abilities.

• Exceptional organizational and project management skills, capable of juggling multiple initiatives simultaneously.

• Ability to forge effective partnerships and collaborate with Sales, Customer Success, Product, Marketing, and other cross-functional teams.

• Self-motivated work ethic, quick learner, and ability to excel in a fast-paced and dynamic environment.

• Proficient with business applications and productivity tools, including Microsoft Office.

• Experience in healthcare, home-based care, healthcare technology, or SaaS settings.

• Familiarity with both Sales and Customer Success organizations and customer lifecycle processes.

• Experience working with teams in a high-growth or private equity-backed organization.

• Knowledge of Salesforce, learning management systems (LMS), conversation intelligence platforms (e.g., Gong), and AI-driven productivity tools.

• Experience in designing and implementing training programs, certifications, and onboarding frameworks.

• Certification or formal training in instructional design, adult learning, facilitation, or recognized sales methodologies.

• Proven success in coaching customer-facing teams to enhance performance, productivity, and customer outcomes.

• Eligibility to work in the United States, verified through the E-verify system if selected.

🏝️ Benefits

• Equal opportunity employer.

• Reasonable accommodations for individuals with disabilities.

• E-verify employment eligibility verification.