[Remote] Training and Implementation Consultant (Accounting)

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. The role involves working directly with dealership accounting teams to ensure a smooth transition to the Automotive Intelligence Platform, combining expertise in dealership financial operations with training and implementation 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 • 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 • Pinewood.AI is an unparalleled Automotive Intelligence Platform that enables automotive retail customers and OEMs to drive growth and profitability throughout every aspect of their business. It was founded in 1981, and is headquartered in Birmingham, Birmingham, GBR, with a workforce of 201-500 employees. Its website is Apply tot his job