Director of Sales Training and Development

This is a remote position based in the continental United States

Are you passionate about empowering sales professionals to achieve their best? Do you have the vision, expertise, and leadership to create transformative training programs? If so, we’re looking for you to step into the pivotal role of Director of Sales Training and Development and elevate the effectiveness of our sales team to new heights.

ABOUT US

MASA has been a leader in emergency medical transportation insurance since 1974. We're not just a company – we're a close-knit team dedicated to "Protecting families with compassion when others don't." Our professional yet friendly company culture fosters collaboration, innovation, and a clear mission that resonates through every role as we support our expanding base of 2+ million members across the United States and the Caribbean. Learn more at https://www.masaaccess.com 

WHAT YOU WILL DO

Reporting to our Vice President of Sales Operations, you’ll work closely with senior leadership of our Business Division, including the President, to align training initiatives with our strategic growth priorities. Your mission? To design and implement world-class training programs that equip our sales team with the skills, knowledge, and tools to excel in a fast-paced and dynamic market. You’ll be a key driver of revenue growth and team performance, shaping the future of our sales organization.

Your main responsibilities will include:

• Creating Impactful Training Programs: Developing and delivering onboarding and ongoing development programs tailored to the needs of both new hires and seasoned sales professionals. Using innovative training methods—like role-playing,      workshops, and interactive exercises—to ensure lasting impact.
• Staying Ahead of the Curve: Keeping the sales team informed and prepared to tackle industry trends, market changes, and company initiatives. Crafting and refining sales messaging to align with the company’s competitive edge and value proposition.
• Assessing and Developing Talent: Partnering with sales leaders to evaluate team performance, identify skill gaps, and deliver targeted coaching and development plans. Enhance both individual and team success through focused efforts.
• Measuring Success: Defining KPIs to track and analyze the effectiveness of training programs. Share insights and make recommendations for continuous improvement and alignment with organizational goals.
• Collaborating Across Teams: Working hand-in-hand with sales leaders, marketing, and product teams to ensure training content remains relevant and actionable.

WHAT YOU BRING

• A bachelor’s degree in Business, Marketing, Education, or a related field (master’s degree a plus).
• At least 7 years of experience in sales training or enablement with a proven track record of designing and implementing successful programs.
• Expertise in sales processes, messaging, and performance metrics, paired with strong facilitation and communication skills.
• Proficiency in learning management systems (LMS) and analytics tools to assess and refine training initiatives.
• A collaborative spirit, sharp analytical mind, and a knack for problem-solving in a constantly evolving environment.

WHAT WE WILL PROVIDE YOU

• Competitive base salary, bonuses, and comprehensive employee benefits programs, including medical, dental, and vision insurance with highly rated carriers; a 401(k) program with a company match; paid time off; company-paid short-term disability, long-term disability, and basic life insurance; and a free MASA membership.
• A professional and friendly company culture that supports a clear mission: "Protecting families with compassion when others don’t." 
• An opportunity to unleash your expertise and create a lasting impact on our journey of growth and success!

WHY WE THINK YOU’LL LOVE THIS OPPORTUNITY

This is your chance to be a catalyst for growth within a company that values accountability, compassion, customer service excellence, trust, and teamwork—our ACCTT core principles. Your leadership will not only drive measurable results but also foster a culture of continuous improvement and success.

If you’re ready to make a difference and lead our sales team toward a brighter, more successful future, we’d love to hear from you. Apply today to start your journey with us! Empower success. Inspire excellence. Be the change.

NOTE: Any pay range listed for this position is an estimate by the job board and may not reflect the actual compensation.

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