Develop and execute technical win strategies against incumbent DMS providers, including CDK, Reynolds, and Tekion
Lead executive-level discovery sessions to uncover operational inefficiencies and platform limitations
Deliver advanced, workflow-driven demonstrations across sales, F&I, service, parts, and accounting
Map Pinewood.AI capabilities directly to financial performance, scalability, and operational impact
Surface and resolve technical objections early, eliminating perceived migration or integration risk
Support RFP responses, security reviews, compliance assessments, and technical due diligence processes
Design and deliver proof-of-concept engagements that demonstrate measurable workflow improvements
Anticipate and neutralise competitive FUD around integration, conversion risk, uptime, reporting depth, and compliance
Partner closely with Account Executives to control deal narrative, pacing, and competitive positioning

5+ years’ hands-on experience working with automotive Dealer Management Systems
Direct exposure to CDK, Reynolds, Tekion, or other enterprise DMS platforms
Experience implementing, supporting, or selling against incumbent DMS providers
Deep knowledge of dealership financial workflows, service absorption, reporting structures, and compliance requirements
Experience working with enterprise or multi-rooftop dealership groups
Proven ability to present credibly to Dealer Principals, CFOs, CIOs, and Group Operators
Strong commercial mindset with the ability to connect technical capability to profitability and enterprise value
Confidence challenging incumbent narratives with clarity and professionalism
Ability to travel as required to support enterprise sales engagements

Solutions Consultant

Key skills