Training and Implementation Consultant

Pinewood.AI is seeking a knowledgeable and people-focused Training and Implementation Consultant specialising in dealership accounting. You’ll work directly with dealership accounting teams, controllers, business managers and financial managers to ensure a smooth transition to our Automotive Intelligence Platform. 

This is a hands-on role where you’ll combine your expertise in dealership financial operations with implementation, configuration, and training skills. You’ll play a key part in helping finance teams embrace new ways of working, building confidence and efficiency during onboarding and beyond. 

With our North American expansion underway, this is very much a start-up environment within a well-established global business. We’re looking for someone who thrives on change, embraces challenge, and brings a proactive, can-do attitude to building something new. 

Key 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. 

Pinewood.AI is seeking a knowledgeable and people-focused Training and Implementation Consultant specialising in dealership accounting. You’ll work directly with dealership accounting teams, controllers, business managers and financial managers to ensu...

• 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%).

Pinewood.AI is seeking a knowledgeable and people-focused Training and Implementation Consultant specialising in dealership accounting. You’ll work directly with dealership accounting teams, controllers, business managers and financial managers to ensure a smooth transition to our Automotive Intelligence Platform. 

This is a hands-on role where you’ll combine your expertise in dealership financial operations with implementation, configuration, and training skills. You’ll play a key part in helping finance teams embrace new ways of working, building confidence and efficiency during onboarding and beyond. 

With our North American expansion underway, this is very much a start-up environment within a well-established global business. We’re looking for someone who thrives on change, embraces challenge, and brings a proactive, can-do attitude to building something new. 

Key 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. 

Pinewood.AI is seeking a knowledgeable and people-focused Training and Implementation Consultant specialising in dealership accounting. You’ll work directly with dealership accounting teams, controllers, business managers and financial managers to ensu...

• 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%).