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Iron Mountain

Director of Learning & Development – Revenue Enablement

Posted Yesterday
Be an Early Applicant
Remote
9 Locations
159K-213K Annually
Senior level
Remote
9 Locations
159K-213K Annually
Senior level
The Director of Learning & Development will develop and execute strategies to enhance sales team performance, onboarding, and productivity, collaborating with various departments and leveraging technology.
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At Iron Mountain we know that work, when done well, makes a positive impact for our customers, our employees, and our planet. That’s why we need smart, committed people to join us. Whether you’re looking to start your career or make a change, talk to us and see how you can elevate the power of your work at Iron Mountain.

We provide expert, sustainable solutions in records and information management, digital transformation services, data centers, asset lifecycle management, and fine art storage, handling, and logistics. We proudly partner every day with our 225,000 customers around the world to preserve their invaluable artifacts, extract more from their inventory, and protect their data privacy in innovative and socially responsible ways. 

Are you curious about being part of our growth stor​y while evolving your skills in a culture that will welcome your unique contributions? If so, let's start the conversation.

Position Overview

The Director of Learning & Development for Revenue Enablement plays a pivotal role in accelerating the performance of our global revenue organization. In this role, you will be responsible for developing and executing a world-class learning and development strategy that empowers our Inside Sales, Field Sales, and broader commercial teams with the skills, knowledge, tools, and methodologies needed to engage customers effectively and drive sustained revenue growth.

You will partner closely with Sales Leadership, Marketing, Product, and Sales Operations to ensure all learning initiatives are aligned with business priorities and integrated into the broader go-to-market (GTM) strategy. Your success will be measured by the performance uplift of our revenue teams, the speed and effectiveness of onboarding, and the overall impact of enablement programs on sales productivity.

Key Responsibilities

Strategic Program Design & Execution

  • Develop and implement global L&D programs that elevate sales capabilities, product acumen, customer engagement, and adoption of our sales methodology.
  • Drive a structured onboarding experience to ensure rapid ramp-up and readiness of new revenue team members.
  • Create learning journeys tailored to specific roles (e.g., AE, BDR, Sales Managers) that incorporate progressive skill-building and certification milestones.

Performance & Skills Gap Analysis

  • Continuously assess organizational capabilities to identify skill and performance gaps across the revenue team.

  • Design targeted learning interventions to close those gaps and measure improvement over time.

Content Strategy & Knowledge Management

  • Establish and maintain a centralized, intuitive content repository that provides easy access to sales and marketing resources.

  • Collaborate with SMEs and functional stakeholders to ensure all content is current, relevant, and aligned with the buyer journey.

  • Create and manage a taxonomy and tagging system to support content discoverability and usage.

Go-to-Market (GTM) Interlock Leadership

  • Lead the GTM Interlock program to ensure all product, marketing, process, and system updates are operationalized through effective training and communication.

  • Develop scalable mechanisms to support adoption and sales readiness across the commercial organization.

Collaboration & Stakeholder Engagement

  • Partner with Sales Operations to analyze sales data and identify enablement opportunities that drive performance and process optimization.

  • Align closely with Product, Marketing, and Sales Leadership to co-create programs that support strategic business initiatives and launches.

Sales Technology Integration & Optimization

  • Champion the effective use of the sales tech stack (e.g., CRM, enablement platforms, conversation intelligence, analytics tools) to enhance learning delivery, reinforce key behaviors, and embed enablement into sellers’ daily workflow.

  • Partner with Sales Ops and IT to evaluate new technologies, drive adoption, and ensure seamless integration of tools that support sales productivity, content management, and performance insights.

  • Use automation and AI-driven tools to deliver just-in-time learning and personalized coaching at scale.

  • Serve as a strategic advisor on how to maximize ROI from sales technology investments by aligning usage with enablement priorities and business outcomes.

Leadership Development & Coaching

  • Design and launch a sales leadership development program to strengthen coaching capabilities, performance management, and frontline leadership.

  • Champion a coaching culture that enhances the impact of enablement programs and supports sustained performance improvements.

Data-Driven Enablement

  • Leverage analytics and learning experience platforms (LXPs/LMSs) to assess program engagement, knowledge retention, and business outcomes.

  • Report on KPIs such as ramp time, deal progression, win rates, and productivity metrics to demonstrate the value and ROI of L&D efforts.

Innovation & Scalability

  • Drive continuous improvement by integrating modern adult learning practices, technology, and new delivery modalities.

  • Identify and manage vendor relationships to supplement internal learning offerings and accelerate program delivery.

Team Leadership

  • Build, lead, and mentor a high-performing team of L&D professionals with deep expertise in sales enablement, instructional design, and content development.

  • Foster a culture of creativity, accountability, and learner-centric design.

Qualifications

  • Bachelor’s degree in Business, Education, Marketing, or related field required; MBA or advanced degree preferred.

  • 8+ years of experience in Learning & Development, Sales Enablement, or a related field, with global exposure in matrixed organizations.

  • Demonstrated experience building, leading, and scaling enablement functions with measurable business impact.

  • Strong understanding of modern sales methodologies (e.g., MEDDICC, Challenger, SPIN), sales motions, and the revenue lifecycle.

  • Expertise in adult learning theory, instructional design, and learning technologies.

  • Excellent project management skills with a track record of cross-functional execution.

  • Exceptional communication and presentation skills with a passion for storytelling and learner engagement.

  • Proficiency with enablement and content management tools (e.g., Mindtickle, Seismic, Highspot, LMS platforms).

  • Strong analytical mindset with the ability to turn insights into actionable programs.

  • Experience developing leadership and coaching frameworks to support sales managers and revenue leaders.

  • Deep understanding of the B2B sales technology ecosystem, including enablement tools, CRM systems, sales intelligence platforms, and how they integrate to support seller workflows.

  • Proven ability to drive tool adoption and embed technology into learning programs for scalable, measurable impact.

  • Ability to thrive in a dynamic, fast-paced environment and influence at all levels of the organization.

Why Join Us

This is an opportunity to play a defining role in shaping the future of a high-growth revenue organization. You’ll have the autonomy to architect innovative learning experiences that enable our sellers to perform at their best and empower our leaders to inspire excellence. If you're a passionate, data-driven leader who thrives at the intersection of strategy, execution, and storytelling—we’d love to meet you.

Reasonably expected salary range: $159,400.00 - $212,500.00

Category: Sales Operations Group

Top Skills

Analytics Tools
Conversation Intelligence
CRM
Enablement Platforms
Highspot
Lms Platforms
Mindtickle
Seismic
HQ

Iron Mountain Boston, Massachusetts, USA Office

1 Federal Street, Boston, MA, United States, 02110

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