Onboarding Specialist Contractor

Role : Onboarding Implementation Specialist

Location : Remote

Duration : Months

As an Onboarding Implementation Specialist, you will oversee, coordinate, and facilitate the end-to-end deployment of dealership digital retailing solutions. Acting as the primary point of contact, you will partner with automotive dealership leadership, cross-functional teams, and external software vendors to ensure a seamless transition. Your focus will be on delivering each project on time and within scope, driving user adoption, and enabling each dealership to maximize value from its new technology with minimal business disruption. This critical role blends project management, client facilitation, and technical enablement.

Key Responsibilities

Project Leadership & Coordination

• Lead and coordinate all phases of software installation, from initial assessment and planning through post-installation support. Act as the primary point of contact and ensure all milestones are met on time and within scope
• Drive adherence to project timelines, deliverables, and quality standards; proactively escalate risks and develop mitigation plans.

Stakeholder Engagement & Communication

• Serve as a liaison between dealership staff, software vendors, and Client & End client teams, ensuring clear communication of project objectives, timelines, milestones, and expectations.
• Foster collaboration and ensure effective stakeholder buy-in at each project stage.

Installation Oversight & Issue Management

• Oversee the technical installation and integration of software systems (finance, inventory management, CRM, etc.), ensuring alignment with dealership business needs.
• Rapidly identify, troubleshoot, and escalate technical and operational issues, coordinating with internal and external resources to quickly resolve barriers to success.

Training, Enablement & Support

• Design and deliver engaging learning experiences (both in-person and virtual), guiding dealership teams through software functionality, best practices, and change adoption.
• Provide hands-on support through the transition, equipping users of all skill levels to confidently utilize new tools.

Documentation & Continuous Improvement

• Maintain comprehensive records on project implementation, custom configurations, user feedback, and lessons learned to enable ongoing optimization of deployment processes.

Required Qualifications

• Previous experience in software implementation, digital enablement, dealership operations, or technical customer support strongly preferred.
• Foundational understanding of retail sales, automotive business processes, and core IT infrastructure.
• Exceptional communication, organizational, and analytical problem-solving skills.
• Willingness and ability to travel and deliver on-site support at dealership locations nationwide.

Skills & Competencies

• Demonstrated project management and multitasking capabilities.
• Technical curiosity with a proactive approach to troubleshooting software and hardware issues.
• Strong client service orientation, empathy, and adaptability to support and train users at all levels of digital fluency.
• Collaborative team player with a growth mindset and a commitment to ongoing learning.
• Comfort with evolving technologies and rapidly changing business environments.

Work Environment

• On-site engagement at dealership locations, with opportunities for remote collaboration.
• Flexibility to support nontraditional hours during go-live events or urgent project phases to ensure project success.