Technical Training & Development Lead

About the Company

Milestone Technologies is a global IT managed services firm that partners with organizations to scale their technology, infrastructure, and services to drive specific business outcomes such as digital transformation, innovation, and operational agility. With over 25 years of experience, Milestone supports category-defining enterprise clients and specializes in solutions across Application Services and Consulting, Digital Product Engineering, Digital Workplace Services, Private Cloud Services, AI/Automation, and ServiceNow.

Milestone’s culture is built on collaboration, inclusivity, and employee empowerment, fostering an environment where professionals can reach their full potential. The company leverages best practices and a robust service delivery framework to deliver both short-term and long-term value to clients, using Intelligent Automation to accelerate IT transformation and improve employee productivity.

With more than 3,000 employees serving over 200 companies worldwide, Milestone is committed to revolutionizing IT deployment through key technology partnerships and a people-first approach.

About the Role

The Technical Training & Development Lead is a senior individual contributor who owns the strategy, design, and continuous improvement of technical learning programs across data center operations. This role drives curriculum excellence, ensures workforce readiness as infrastructure scales, and serves as the primary technical training partner to engineering, operations, and safety stakeholders.

Responsibilities

• Assist in the delivery of technical training curriculum in an in-person and/or virtual classroom environment when needed.
• Establish KPIs and success metrics for training effectiveness, time-to-competency, and workforce readiness.
• Advise management on skills gaps, workforce development priorities, and training investment decisions.
• Plan training logistics and communication templates for large technical rollouts.
• Work with Operations Managers and Development Teams to understand the training needs of their community.
• Collaborate with the Training Program Manager to plan, build, and update training curriculum and certification exams.
• Build course materials such as slide decks, On the Job Training (OJT), assessments, and online courses.

Requirements

• Minimum 3+ years of experience in Learning and Development.
• Bachelor's degree in Learning and Development or commensurate experience is preferred.
• Effective presentation, interpersonal, multi-tasking, and writing skills.
• Ability to collaborate and influence across multiple teams and stakeholders.
• Customer service mindset, highly motivated, and a team player.
• Strong verbal and written communication skills; ability to work independently and prioritize job responsibilities.
• Available and able to travel if needed.

Preferred Qualifications

• Experience in technical writing.
• Relevant experience in computer sciences.
• Previous program management experience.

Pay

Estimated Pay Range: Exact compensation and offers of employment are dependent on job-related knowledge, skills, experience, licenses or certifications, and location.

Diversity & Inclusion

At Milestone, we strive to create a workplace that reflects the communities we serve, where everyone feels empowered to bring their full, authentic selves to work. We believe diversity, inclusion, and equity are critical to our success and provide equal employment opportunities for all applicants and employees without discrimination.

Milestone Technologies makes reasonable accommodations for disabled applicants and employees and welcomes unique backgrounds, cultures, experiences, and perspectives.