Dealership Software Implementation & Onboarding Specialist

Role Overview
The Onboarding Specialist Contractor will facilitate the onboarding process for new hires and support the end-to-end deployment of dealership management software solutions. This role serves as the operational lead, ensuring smooth transitions, effective system implementation, and successful user adoption with minimal business disruption.

Key Responsibilities

Onboarding & Orientation

• Coordinate and manage the onboarding process for new hires

• Schedule and conduct orientation sessions and training programs

• Prepare and distribute onboarding materials including welcome packets, employee handbooks, and training resources

• Serve as the primary point of contact for new hires, addressing questions and concerns

• Collaborate with HR, IT, and cross-functional teams to ensure new hires have required tools and access

Project Leadership & Coordination

• Lead and coordinate all phases of dealership software installation from planning through post-installation support

• Ensure project milestones, timelines, deliverables, and quality standards are met

• Identify risks and escalate issues with mitigation plans

Stakeholder Engagement

• Act as the main liaison between dealership staff, software vendors, and internal teams

• Communicate project objectives, timelines, milestones, and expectations clearly

• Foster collaboration and stakeholder buy-in throughout the project lifecycle

Installation Oversight & Issue Management

• Oversee software installation and system integrations (finance, inventory, CRM, etc.)

• Identify, troubleshoot, and escalate technical and operational issues for timely resolution

Training, Enablement & Support

• Design and deliver in-person and virtual training sessions

• Provide hands-on support during transitions to ensure user confidence and adoption

Documentation & Continuous Improvement

• Maintain detailed documentation on implementations, configurations, user feedback, and lessons learned

Required Skills & Experience

Primary Skill

• Systems Implementation

Additional Skills

• Operations

• Software Development Lifecycle (SDLC)

• Agile Design & Delivery

• Implementation Support

• Project Management

Qualifications

• Experience in software implementation, digital enablement, dealership operations, or technical customer support preferred

• Understanding of dealership management software, automotive business processes, and IT infrastructure

• Strong communication, organizational, and problem-solving skills

• Ability and willingness to travel extensively (up to 90%)

Work Environment

• Primarily on-site at dealership locations nationwide

• Flexibility to support nontraditional hours during go-live or critical project phases

• Occasional remote collaboration opportunities