Note: The job is a remote job and is open to candidates in USA. Pinewood.AI is a market-leading provider of dealership management and automotive intelligence technology, expanding its cloud-based platform across North America. The Training and Implementation Consultant will lead end-to-end implementations for dealership accounting and finance, configure financial workflows, deliver localized training, support business change, and travel extensively to provide on-site consultancy and training.
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
- * Travel extensively across North America, approximately 80% of the time, to deliver on-site consultancy and training
- * 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 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