Dealership Finance Training & Implementation Lead

Pinewood.AI; United States; Hybrid; USD 110,000 - 150,000; Full time

Benefits offered by this job

Competitive salary

Car allowance

Bonus scheme

Hybrid/remote mix

4 weeks PTO

401k

Health insurance

Career development

Job summary

Pinewood.AI is seeking a knowledgeable Training and Implementation Consultant specializing in dealership accounting to work with accounting teams across North America. This hands-on role combines finance expertise with implementation, configuration, and training to onboard and scale our Automotive Intelligence Platform.

You will deliver end-to-end implementations, tailor training for US users, and mentor teams while travelling extensively (≈80%) to deliver on-site consultancy and training in a

Qualifications

• Significant background in dealership accounting or F&I operations.
• Expertise in training, facilitation, and change management for enterprise software.
• Hands-on experience configuring and validating financial workflows in 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.

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

Dealership accounting

Training facilitation

Change management

End-to-end rollout

Stakeholder engagement

Tools

DMS platforms

Accounting/ERP systems

Job description

Pinewood.AI is seeking a knowledgeable Training and Implementation Consultant specializing in dealership accounting to work with accounting teams across North America. This hands-on role combines finance expertise with implementation, configuration, and training to onboard and scale our Automotive Intelligence Platform.

You will deliver end-to-end implementations, tailor training for US users, and mentor teams while travelling extensively (≈80%) to deliver on-site consultancy and training in a