Work directly with dealership accounting teams, controllers, and financial managers to ensure a smooth transition to Pinewood.AI's Automotive Intelligence Platform
Deliver end-to-end implementations for dealership accounting and finance: discovery, scoping, configuration, training, go-live, and hypercare
Configure and validate financial workflows including GL mappings, journal entries, reporting, and integrations with OEMs and third-party systems
Design, adapt, and deliver high-quality training for mixed-ability audiences, both on-site and remotely
Create and localise training materials for the North American market, tailoring terminology, spelling, examples, and process detail for US users
Coach best practices for dealership financial workflows: AP/AR, bank reconciliations, manufacturer statements, compliance, and month-end processes
Deliver business change activities: stakeholder alignment, adoption planning, and measurement of training effectiveness
Capture lessons learned, contribute to implementation playbooks, and mentor colleagues to raise team capability
Collaborate with product, support, and delivery teams to resolve issues, share feedback, and improve rollout processes
Travel extensively across North America (approximately 80%) to deliver on-site consultancy and training
Requirements
Significant background in dealership accounting, finance, or F&I operations with strong exposure to end-to-end financial processes
Demonstrable expertise in training, facilitation, and change management for enterprise software (DMS or accounting/ERP platforms)
Hands-on experience configuring and validating financial workflows within dealership systems
Experience designing curricula and training assets, including localisation for new markets
Proven ability to manage complex multi-site rollouts and influence senior stakeholders
Familiarity with major dealership management and financial systems such as CDK, Reynolds, Dealertrack, or similar platforms
Excellent communication and presentation skills, able to engage and motivate mixed ability audiences
Highly organised, analytical, and comfortable prioritising across concurrent projects
Proven track record of improving implementation or training methodology across a team or organisation
Experience working with fast-growing or international technology companies, ideally in startup-style environments
Strong understanding of how dealership financial performance drives overall dealership success
Adaptable and proactive, thriving in a fast-changing, start-up environment
Willing and able to travel extensively across the United States and Canada (around 80%)
Benefits
A very competitive salary
Generous car allowance
Excellent bonus scheme
Flexible mix of home and office working
4 weeks PTO
401k
Excellent health insurance benefits
Regular 1-2-1s and career development opportunities
Applicant Tracking System Keywords
Tip: use these terms in your resume and cover letter to boost ATS matches.