Enterprise Software Implementation Specialist
About The Position
The Enterprise Software Implementation Specialist, also referred to as the Enterprise Orchestrator, Cross-Team Conductor, and Fleet360 Authority, will own RTA's largest and most complex customer engagements from contract signing through a confident go-live. This role serves as the primary customer relationship owner during implementation, coordinating across Sales, Fleet Consulting, Training, Support, and CSM. The specialist will personally handle data cleaning, compilation, and migration into Fleet360, guide fleet managers through high-stakes configuration decisions, proactively identify and mitigate risks, and ensure customers are confident at go-live. This position is crucial for RTA's mission to help fleets succeed, particularly on their most important accounts.
Requirements
- 5+ years of experience in a customer-facing implementation, onboarding, or project management role, B2B SaaS strongly preferred
- Demonstrated experience managing multiple stakeholders and workstreams across departments simultaneously
- Proficient with Microsoft 365, including Excel, Outlook, and PowerPoint, with comfort in nested formulas, multi-condition logic, and multi-tab, interconnected workbooks
- Comfortable guiding customers through high-stakes configuration decisions, including conversations with senior fleet and operations leaders
- Demonstrated, real-world use of AI tools to increase speed or accuracy in your work, with specific examples
- Excellent written and verbal communication skills
- Fleet, fleet-adjacent, or public sector operations experience preferred, not required.
- Exposure to SQL or structured databases preferred, not required, including comfort reading relational table structures and writing or modifying basic queries
- Bachelor's Degree not required. Relevant experience and breadth of knowledge matters more
Nice To Haves
- Fleet, fleet-adjacent, or public sector operations experience
- Direct fleet or asset operations: fleet manager, shop supervisor, maintenance coordinator, or municipal, school, and EMS fleet operations
- Fleet-adjacent industries: transportation and logistics, public works, construction or utilities equipment, waste management
- Fleet-adjacent software: implementation or onboarding experience with other fleet, asset, or maintenance management platforms
- Exposure to SQL or structured databases
- Comfort reading relational table structures and writing or modifying basic queries
Responsibilities
- Own the timeline and sequencing across 6 to 8 concurrent enterprise engagements at once, each with its own set of stakeholders, workstreams, and dependencies.
- Coordinate explicitly across Sales, Fleet Consulting, Training, Support, and CSM at defined handoff points, keeping every team's commitments visible.
- Proactively surface risk, including cross-departmental dependencies that are quietly stalling, and bring a mitigation plan.
- Guide customers through high-stakes fleet configuration decisions with credibility.
- Build confidence with enterprise customers by communicating proactively, setting clear expectations, and creating trust.
- Personally execute data cleanup, compilation, and migration into Fleet360 for every engagement.
- Assess data health across multiple workbooks or source systems, spotting incompleteness or structural problems.
- Manage agreed scope with customers, knowing when a variation needs documentation, an addendum, or escalation.
- Operate with an AI-first mindset, using AI to accelerate data analysis, customer communication, troubleshooting, and project execution, while knowing when human judgment is required.
Benefits
- 401(k) with 6% Safe Harbor match (100% vested day one)
- Flexible PTO model
- Cigna PPO and HSA medical plan options with company contributions ($780–$1,950 annually)
- Garner Health HRA program: up to $1,000 individual / $2,000 family reimbursement opportunity
- Wellness rewards up to $350 annually
- Virtual care and mental health support resources
- Company-sponsored benefits including dental, vision, EAP, life, STD, LTD, legal plan, and identity theft protection options
- Additional employee perks, wellness initiatives, and discount programs
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What This Job Offers
Job Type
Full-time
Career Level
Mid Level
Education Level
No Education Listed
