Job Details

We are looking for a high-impact Solutions Consultant to join Pinewood.AI as we accelerate our North American expansion. This role sits at the heart of our enterprise sales strategy, focused on winning competitive platform replacement deals across large dealership groups.

You will be thetechnical authority inside complex sales cycles, proving in live environments why Pinewood.AI is the superior long-term platform. This is not a scripted demo role. It is a strategic, commercially focused position designed to displace legacy Dealer Management Systems and reposition Pinewood.AI as the new system of record.

You'll thrive in this role if you understand dealership operations deeply, think commercially as well as technically, and are motivated by winning competitive enterprise deals.

Key Responsibilities

• 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

Requirements

• 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

Benefits

• A competitive salary
• Excellent bonus scheme
• Remote working with travel opportunity
• 4 weeks PTO
• 401k
• Excellent health insurance benefits
• Regular 1-2-1s and career development opportunities

Why Join Us?

Pinewood.AI is entering a pivotal phase of international growth, combining deep automotive expertise with modern cloud architecture and AI-driven intelligence. With the acquisition of Seez and a focused strategy to expand across North America, we are actively reshaping the competitive landscape.

This is a rare opportunity to sit at the centre of enterprise platform displacement - replacing legacy systems with a scalable, modern Automotive Intelligence Platform. You'll work directly with senior leadership, influence major strategic wins, and play a visible role in transforming how large dealership groups operate.

If you're motivated by complex sales, competitive strategy, and the opportunity to redefine automotive retail technology at scale, this is your moment.

About Us

Our story began more than 20 years ago, but right from the start, it has been rooted in the specific needs of the automotive industry. As automotive professionals as well as technologists, we wanted to build practical technology solutions that were designed around how automotive businesses work, recognising what makes them different. 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.

Pinewood's cloud-based secure end-to-end ecosystem unlocks the value of every customer. Our vision is to be the full-service technology partner that helps automotive retailers and OEMs run more efficiently and increase revenue by making better commercial and business decisions more easily.

If this sounds like the kind of opportunity you'd thrive in, we'd love to hear from you.