Lead Product Analyst

Company Overview

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. Milestone is focused on building an employee-first, performance-based culture and for over 25 years, we have a demonstrated history of supporting category-defining enterprise clients that are growing ahead of the market. The company specializes in providing solutions across Application Services and Consulting, Digital Product Engineering, Digital Workplace Services, Private Cloud Services, AI/Automation, and ServiceNow. Milestone culture is built to provide a collaborative, inclusive environment that supports employees and empowers them to reach their full potential.

Our seasoned professionals deliver services based on Milestone’s best practices and service delivery framework. By leveraging our vast knowledge base to execute initiatives, we deliver both short-term and long-term value to our clients and apply continuous service improvement to deliver transformational benefits to IT. With Intelligent Automation, Milestone helps businesses further accelerate their IT transformation. The result is a sharper focus on business objectives and a dramatic improvement in employee productivity. Through our key technology partnerships and our people-first approach, Milestone continues to deliver industry-leading innovation to our clients. With more than 3,000 employees serving over 200 companies worldwide, we are following our mission of revolutionizing the way IT is deployed.

Job Overview

Lead Product Analyst – LMS Transformation (SumTotal to SAP SuccessFactors)

Position Summary

The Lead Product Analyst will play a key role in Milestone’s enterprise Learning Management System (LMS) transformation initiative, supporting the migration from SumTotal LMS to SAP SuccessFactors Learning. This individual will serve as the liaison between business stakeholders, product owners, functional workstream leads, and implementation partners to ensure learning processes, curricula, training content, and learner data are successfully transitioned into the future-state platform.

This role combines product analysis, business process optimization, data analysis, stakeholder engagement, and learning systems expertise. The Lead Product Analyst will help define product requirements, drive current-state and future-state assessments, facilitate decision-making, and support migration, validation, and adoption activities across multiple business functions including HR, Legal, Compliance, Quality, and other regulated business areas.

The ideal candidate will bring strong LMS experience, a proactive mindset, exceptional communication skills, and experience working in regulated environments with cross-functional and global teams.

Contract Duration: Initial 12-month engagement with the potential for a 3-month extension through late 2027.

Key Responsibilities

Product & Business Analysis

• Lead discovery sessions to understand current LMS processes, training programs, and business requirements.
• Conduct current-state and future-state assessments of training curricula, learning assignments, certifications, and compliance-driven learning programs.
• Gather, document, and prioritize business, functional, and product requirements supporting the SAP SuccessFactors Learning implementation.
• Develop business process flows, user stories, product requirements, use cases, and acceptance criteria.
• Serve as a trusted advisor to stakeholders regarding learning process optimization and system capabilities.

LMS Migration & Transformation

• Support the migration from SumTotal LMS to SAP SuccessFactors Learning.
• Assess training curricula, learning content, historical training records, and associated metadata for migration readiness.
• Partner with workstream leads to determine migration approaches, including direct migration, consolidation, redesign, or archival of learning content.
• Support curriculum mapping, data migration planning, validation, reconciliation, and testing activities.
• Help establish future-state learning governance, standards, and operational processes.

Stakeholder Engagement

• Facilitate workshops, requirements sessions, decision-making meetings, and working groups.
• Collaborate with HR, Quality, Compliance, Legal, Regulatory, and business stakeholders to align learning requirements and priorities.
• Communicate complex system and process changes in a clear, concise, and business-friendly manner.
• Drive resolution of questions, issues, risks, and competing priorities.
• Build strong relationships acr