Founding VP of Sales -- Automotive & Dealer Growth | CRO Track
Tradora.ai
Job Description
Remote — United States
\nTradora is building a consumer ownership intelligence and automotive data platform connecting the vehicle, consumer, and dealership throughout the ownership lifecycle.
\nOur dealer network is the initial distribution wedge. Axia, Tradora’s intelligence and orchestration layer, turns vehicle, ownership, service, valuation, behavioral, and financial data into actionable intelligence throughout the ownership journey.
\nWe are looking for a Founding VP of Sales who can personally accelerate dealership distribution and ultimately build the commercial organization behind Tradora.
\n \nREAD THIS FIRST
\nThis is not a traditional VP of Sales role.
\nYou will not inherit a large sales team, established territories, or an SDR organization.
\nWe need an automotive sales executive who can personally open dealership doors, create opportunities, close rooftops, expand dealer groups, and build the repeatable sales engine behind themselves.
\nYou will be expected to sell personally from Day 1.
\nIf your strength is primarily managing salespeople or designing GTM strategy from a distance, this is probably not the right opportunity.
\nIf you have meaningful automotive relationships, understand how dealerships make decisions, can create credible conversations with operators quickly, and still enjoy personally closing business, keep reading.
\n \nWHERE TRADORA IS TODAY
\nTradora has moved beyond the concept stage. We have:
\n- \n
- Live dealership deployments \n
- Active consumer engagement through dealer distribution \n
- Growing inbound dealer interest \n
- Opportunities across franchised and independent automotive retail \n
- Strategic relationships across automotive data, technology, finance, service, identity, communications, and mobility \n
- A developed product and data architecture centered around Axia \n
- A growing strategy across service retention, trade intelligence, valuation, consumer engagement, vehicle ownership data, and lifecycle monetization \n
The opportunity now is to turn early traction into a repeatable national dealer distribution engine.
\n \nYOUR IMMEDIATE MANDATE
\nThe objective is straightforward: Put dealerships on Tradora.
\nYou will personally own the commercial process from opportunity creation through activation, including:
\n- \n
- Opening dealership and dealer-group relationships \n
- Prospecting and developing new opportunities \n
- Building relationships with dealer principals, owners, GMs, GSMs, fixed operations executives, and other senior decision-makers \n
- Running discovery and product conversations \n
- Understanding the dealership’s business problem rather than simply presenting software \n
- Driving disciplined follow-up \n
- Negotiating and closing commercial opportunities \n
- Closing individual rooftops and expanding them into dealer groups \n
- Working with the Tradora team through onboarding and activation \n
- Maintaining an accurate pipeline \n
- Building a repeatable dealership acquisition playbook \n
- Establishing forecasting and sales operating discipline \n
- Eventually recruiting and leading additional commercial talent \n
This is a player-coach role first and a management role second .
\n \nWHAT WE CARE ABOUT
\nWe care more about what you have personally produced than the titles you have held.
\nStrong candidates should be able to tell us:
\n- \n
- Which dealerships or dealer groups they personally opened \n
- Which relationships they could activate today \n
- How many rooftops they personally helped acquire or expand \n
- What they sold and to whom \n
- How they navigated dealership decision-making \n
- How they converted individual rooftops into broader deployments \n
- What revenue or commercial growth they directly influenced \n
We want specifics.
\n \nIDEAL BACKGROUND
\nYou should have meaningful experience selling into the automotive retail ecosystem.
\nRelevant backgrounds include automotive SaaS, dealer technology, DMS/CRM, digital retail, fixed operations technology, automotive data, vehicle valuation, F&I, auto finance/fintech, dealer marketing and retention, inventory/trade technology, mobility, telematics, marketplaces, OEM programs, and other dealer-facing platforms.
\nAn existing network of dealer principals, dealer-group executives, GMs, fixed operations leaders, and other senior automotive retail decision-makers is highly valuable.
\nAutomotive experience matters. A strong generic enterprise SaaS background alone is not enough.
\nWe need someone capable of creating credible dealership conversations immediately.
\n \nTHE PERSON WE WANT
\nYou are likely a strong fit if you are:
\n- \n
- A hunter and closer \n
- Highly accountable and relentless about follow-through \n
- Comfortable working directly with founders \n
- Comfortable operating without a large support organization \n
- Entrepreneurial and commercially analytical \n
- Able to build process without hiding behind process \n
- Comfortable selling an evolving platform \n
- Capable of translating dealer feedback into product and strategic intelligence \n
- Strong enough strategically to eventually lead a broader revenue organization \n
- Still willing to pick up the phone, travel, walk into stores, and personally win business \n
WHAT SUCCESS LOOKS LIKE
\nSuccess will not be measured primarily by meetings, presentations, or pipeline volume.
\nWe care about signed dealerships, activated dealerships, productive dealerships, and dealer-group expansion .
\nOver time, we will also measure qualified pipeline, sales velocity, conversion, activated rooftop growth, ARR, forecast accuracy, commercial efficiency, sales-team productivity, and consumer activation through dealer distribution.
\nThe objective is to build the distribution system that allows Tradora to scale nationally.
\n \nPATH TO CHIEF REVENUE OFFICER
\nThis position has a genuine performance-based path to Chief Revenue Officer .
\nThe CRO title is not automatic or tenure-based.
\nThe executive who builds Tradora’s dealership distribution engine, demonstrates repeatable commercial economics, recruits and leads a high-performing sales organization, and proves capable of owning Tradora’s broader revenue architecture will have the opportunity to grow into that position.
\nAs Tradora develops, the commercial organization may encompass dealer distribution, dealer-group expansion, strategic channels, partnerships, revenue operations, marketplace economics, automotive data commercialization, and additional monetization built around the ownership lifecycle.
\n \nCOMPENSATION & OWNERSHIP
\nThis position begins as an equity-based founding executive opportunity with no immediate cash salary .
\nWe anticipate an initial equity grant of approximately 2%–5% , depending on automotive experience, dealership relationships, proven distribution ability, prior commercial performance, expected commitment, and overall fit.
\nEquity will be subject to vesting, definitive agreements, and required company/board approval.
\n \nARR-BASED SALARY PROGRESSION
\nThis is not intended to remain a zero-cash role indefinitely.
\nTradora is establishing cash compensation tied to company Annual Recurring Revenue milestones. As Tradora reaches predefined ARR thresholds, the role is intended to transition into salaried executive compensation, with cash compensation increasing as the business scales.
\nSpecific ARR milestones and salary progression will be discussed during the interview process and documented in the final compensation structure.
\n \nPERFORMANCE UPSIDE
\nThere is also an opportunity to earn meaningful additional performance-based equity and commercial upside through exceptional execution and major milestones, including activated dealership growth, dealer-group expansion, ARR creation, development of a repeatable national sales engine, building the commercial organization, and progression toward CRO responsibilities.
\nFor the right executive, this has the potential to become a career-defining and financially meaningful ownership opportunity — but only if we build something exceptional together.
\n \nWHY THIS OPPORTUNITY IS DIFFERENT
\nTradora is not trying to build another dealership CRM, lead form, trade widget, or isolated point solution.
\nThe long-term objective is to create an automotive ownership intelligence and data network connecting:
\nConsumer → Vehicle → Dealership → Service → Valuation → Financial Products → Ownership Decisions → Transactions
\nDealer distribution gives Tradora access to the ownership lifecycle. The data generated throughout that lifecycle strengthens Axia, creating increasingly valuable intelligence for consumers, dealerships, and the broader automotive ecosystem.
\nThe result has the potential to become much larger than conventional dealer software.
\n \nBEFORE APPLYING
\nThis opportunity is probably not right for you if you require market-rate cash compensation immediately, primarily want to manage an established sales organization, lack meaningful automotive retail experience, have never personally carried and closed a meaningful sales pipeline, expect inbound leads to create your pipeline, or cannot commit meaningful time and intensity to building the function.
\nYou should strongly consider applying if you understand dealership economics and culture, already know people who run or own dealerships, can create qualified dealer conversations immediately, have personally closed automotive technology or services into dealerships, are comfortable taking near-term cash risk for meaningful ownership, want cash compensation to grow as ARR scales, believe you can build a national automotive distribution organization, and want a legitimate opportunity to earn your way into the C-suite.
\n \nTHE FIRST QUESTION WE ARE LIKELY TO ASK
\nIf you joined Tradora tomorrow, which dealerships or dealer groups could you realistically get into a conversation with during your first 30 days — and why?
\nIf you have a strong answer, we want to talk.
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