About Pinewood
Pinewood.AI is a global automotive software company with a clear vision: to be the world's leading AI‑driven technology partner for automotive retailers and OEMs. We combine AI and real‑time data to help dealer groups and manufacturers operate more efficiently, make better decisions faster and drive sustainable, profitable growth. Our Automotive Intelligence™ platform provides a single, end‑to‑end view of the automotive business across sales, aftersales, finance and customer experience. Designed by car people, for car people, Pinewood is trusted by leading automotive groups and OEMs and is shaping the next generation of automotive retail technology.
The Role
You will be responsible for identifying, qualifying, developing, and closing net‑new Pinewood customers within UK dealer groups. You will own the full sales cycle, from first meaningful engagement through to signed contract. Working closely with pre‑sales, product specialists, and senior leadership. Success in this role requires confidence selling into complex dealership organisations, managing multiple stakeholders, and positioning Pinewood credibly against legacy DMS platforms and peripheral systems. While this is a hybrid role, you will be expected to be in our office either in London or Solihull 2 days per week.
Key Responsibilities
* Win new Pinewood customers across UK automotive dealer groups
* Own and deliver against a new‑business sales quota (ARR / bookings)
* Proactively generate pipeline through outbound activity, partners and events
* Work with pre‑sales to run structured discovery aligned to dealership operations and core systems
* Manage long, multi‑stakeholder sales cycles from qualification through close
* Lead commercial discussions, proposals, and contract negotiations
* Position Pinewood competitively in DMS evaluations and re‑platforming exercises
* Maintain accurate pipeline management and forecasting within CRM
* Collaborate closely with pre‑sales to deliver value‑led DMS demonstrations
* Engage confidently with senior buyers including Dealer Principals, MDs, CFOs, COOs, IT and Digital leaders
Requirements
* Proven experience as an IC in a new‑business / hunter role within B2B SaaS and enterprise software
* Strong knowledge of DMS platforms and dealership systems supporting sales, finance, service, and parts
* Experience selling into operationally complex, multi‑site dealership organisations
* Track record of closing net‑new customers
* Comfortable generating pipeline as well as closing it
* Experience managing formal buying processes and procurement cycles
* Strong commercial acumen, negotiation and influencing skills
* Disciplined approach to qualification, deal strategy, and forecasting
* Understanding of dealership group structures and decision‑making dynamics
* Familiarity with structured sales methodologies (e.g. MEDDPICC)
* Experience positioning against established or incumbent enterprise platforms
What Success Looks Like
* High‑quality, well‑qualified new‑business pipeline
* Clear deal ownership with defined close plans
* Accurate, evidence‑based forecasting
* Consistent conversion of opportunities into closed revenue
* Strong credibility with senior dealership stakeholders
Why Join Pinewood
* Sell a proven, enterprise‑grade AI‑powered DMS and automotive retail platform
* Operate in a specialised, defensible market where domain knowledge matters
* High autonomy and accountability
* Competitive salary and commission structure
* Opportunity to grow with Pinewood as the platform continues to scale
Benefits
* Competitive salary based on experience with an OTE + a company car
* Share scheme
* Hybrid working
* 25 days holiday plus all UK bank holidays
* 4× life assurance
* Enhanced family‑friendly leave - 5 months' full pay for maternity or adoption, plus 2 weeks' fully paid paternity/adoption leave and an extra 2 weeks to use as paid annual leave within 24 months of birth or adoption
* Employee Assistance Programme (EAP) - free, confidential 24/7 support for you and your immediate family (including counselling, legal & financial advice, and wellbeing resources)
* Ongoing training & professional development
* Cycle to Work scheme - save up to 40% on bikes and accessories through salary sacrifice
* Eyecare vouchers - free eye test and contribution towards prescription glasses
* Regular social events
About Us
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.
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