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Pinewood.AI · 3 weeks ago

Training and Implementation Consultant (Accounting)

United States

Full-time

Remote

Mid, Senior Level

Pinewood.AI is seeking a knowledgeable and people-focused Training and Implementation Consultant specialising in dealership accounting. This role involves delivering end-to-end implementations of the Automotive Intelligence Platform, configuring financial workflows, and providing training to dealership accounting teams across North America.

SoftwareSoftware Engineering

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

Qualification

Dealership accounting expertiseTrainingFinancial workflow configurationFacilitationChange managementCurriculum designStakeholder managementDMS/ERP platform knowledgeHighly organisedAnalytical skillsProactive attitudeCommunication

Required

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

Pinewood.AI

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.

Founded in 1981