Note: The job is a remote job and is open to candidates in USA. Pinewood.AI is seeking a knowledgeable and people-focused Training and Implementation Consultant specialising in dealership accounting. In this hands-on role, you will work directly with dealership accounting teams to ensure a smooth transition to the Automotive Intelligence Platform, combining your expertise in financial operations with implementation and training skills.

Responsibilities

• Deliver end-to-end implementations of Pinewood.AI for dealership accounting and finance, from discovery and scoping through configuration, training, go-live, and hypercare
• Configure and validate financial workflows, including GL mappings, journal entries, reporting, integrations with OEMs, and third-party systems
• Design, adapt, and deliver high-quality training to mixed-ability audiences, from entry-level clerks to controllers and financial directors, 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, including AP/AR, bank reconciliations, manufacturer statements, compliance, and month-end processes
• Deliver business change activities such as stakeholder alignment, adoption planning, and measurement of training effectiveness
• Capture lessons learned, contribute to implementation playbooks, and mentor colleagues to raise capability across the team
• Collaborate with product, support, and delivery teams to resolve issues, share feedback, and improve the overall rollout process
• Travel extensively across North America, approximately 80% of the time, to deliver on-site consultancy and training

Skills

• 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

Company Overview