Senior Sales Trainer

MA Boston, United States

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Rapid7

Command your attack surface with the most predictive and responsive cybersecurity platform, and elite 24x7 managed detection and response services. Request a demo today!

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Senior Sales Trainer 

As a Senior Sales Trainer at Rapid7, you will be a key part of the Growth Enablement organization at Rapid7. You will be responsible for co-owning the administration, management, and execution of the global new hire onboarding program for our go-to-customer (“GTC”) teams. You will play a key role in delivering a best-in-class enablement experience that accelerates time-to-productivity and aligns new talent with the company’s sales strategy and customer-centric culture.

About the Team


The Growth Enablement team is responsible for developing and managing training and enablement programs that align with Rapid7’s strategies and market approach. From new hire onboarding to role-based ongoing education, we focus on equipping our customer-facing teams with the knowledge and skills they need to be successful across the full customer lifecycle. Our goal is to drive long-term impact by ensuring every member of the Go-To-Customer organization is set up to contribute effectively from day one and beyond.

About the Role

This role requires a dynamic, high-energy professional who thrives in a fast-paced environment, leverages instructional design expertise, keeps up to date with enablement trends, and can effectively partner across cross-functional teams to ensure the success of our enablement programs. Bonus if you have cybersecurity experience!

In this role you will focus on:

  • New Hire Program Leadership
    Design, manage, and continuously improve the multi-faceted go-to-customer new hire training experience globally, ensuring smooth execution and measurable impact on ramp metrics.

  • Training Facilitation & Delivery
    Lead and facilitate engaging, interactive onboarding sessions and workshops for new GTC team members, aligning content with business goals and team-specific requirements.

  • Instructional Design & Content Development
    Build and update enablement content using instructional design best practices. Translate complex concepts into digestible, actionable learning materials tailored to diverse cybersecurity roles.

  • Stakeholder Collaboration
    Collaborate with Product Marketing, Recruiting, Sales Leadership, and other stakeholders to ensure training is accurate, timely, and aligned with current GTM strategies.

  • Strategic Projects
    Support growth enablement and sales leadership with high-priority projects such as training launches, process enhancements, and change management initiatives.

  • Program Optimization
    Leverage feedback and performance data to iterate on learning experiences. Use a data-driven approach to improve engagement, retention, and training effectiveness.

  • Adaptability & Agility
    Operate with agility in a fast-changing environment, quickly adapting to shifting priorities, stakeholder needs, and emerging business challenges.
     

The Skills you’ll bring include:

  • 3+ years of experience in Sales Enablement, Sales Training, or related fields

  • Proven ability to manage training programs end-to-end, including scheduling, communication, facilitation, and stakeholder alignment

  • Strong instructional design and content development skills, with experience using tools such as Articulate, Highspot, or LMS platforms

  • Comfortable working with cross-functional teams and leaders in a global context

  • Exceptional communication, organization, and facilitation skills

  • Demonstrated success operating in a fast-paced, high-growth environment 

  • Passion for learning, adaptability, and enabling others to succeed 

We know that the best ideas and solutions come from multi-dimensional teams. That’s because these teams reflect a variety of backgrounds and professional experiences. If you are excited about this role and feel your experience can make an impact, please don’t be shy - apply today.

About Rapid7

Rapid7 is creating a more secure digital future for all by helping organizations strengthen their security programs in the face of accelerating digital transformation. Our portfolio of best-in-class solutions empowers security professionals to manage risk and eliminate threats across the entire threat landscape from apps to the cloud to traditional infrastructure to the dark web. We foster open source communities and cutting-edge research–using these insights to optimize our products and arm the global security community with the latest in attackers methods. Trusted by more than 11,000 customers worldwide, our industry-leading solutions and services help businesses stay ahead of attackers, ahead of the competition, and future-ready for what’s next.

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All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, age, national origin, disability, protected veteran status or any other status protected by applicable national, federal, state or local law.

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* Salary range is an estimate based on our InfoSec / Cybersecurity Salary Index 💰

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Tags: Cloud Open Source Strategy

Perks/benefits: Career development Startup environment

Region: North America
Country: United States

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