Head of Automotive (REMOTE)

About the role

Success, Simplified. At Ironmark, we make marketing easier. We bring digital and physical marketing together in one place, helping our customers spend less time managing vendors and more time growing their businesses. From print and promotional products to digital marketing, technology, logistics, and fulfillment, we connect the pieces so marketers can move faster, work smarter, and get better results. Our customers count on us to simplify complex marketing challenges and help their brands show up consistently across channels, locations, and communities. We care about their success, operate with integrity, solve for the customer, and win as one team.

As a key leader at Ironmark, the Head of Automotive will oversee a team of Account Executives— focused on acquiring new Tier 3 automotive dealers (rooftops). The ideal candidate is a strategic player/coach with deep experience selling into Tier 3 Automotive (Fixed Operations), and a strong history of building high-performing teams and exceeding revenue goals. Success in this role will be measured by new logo acquisition, client retention, and consistent year-over-year automotive revenue growth.

Responsibilities

• Build, scale, and lead a high-performing automotive sales team through effective recruitment, onboarding, training, and coaching.
• Operate as a true player/coach—setting vision, modeling excellence, and actively participating in key sales pursuits and client engagements.
• Provide ongoing mentorship to ensure consistent execution, professional development, and accountability across all prospecting, sales, and client-facing activities.
• Lead by example.
• Develop and manage a personal book of business while monitoring team performance using tools such as Gong and HubSpot to maintain activity expectations, achieve sales targets, and support broader business objectives.
• Particularly in the early years before the sales team has been fully developed, it will be important to “pound the pavement” to acquire new dealership clients.
• Join critical client and prospect calls, review engagement data, and deliver targeted, actionable feedback to drive continuous improvement and adherence to best practices.
• Partner with Ironmark’s executive team to define target accounts, set revenue goals, identify growth opportunities, and align strategic priorities.
• Own full-funnel forecasting and provide regular updates on pipeline health, account performance, emerging risks, and expansion opportunities.
• Plan and justify budget and headcount to support the continued growth and scalability of the automotive business.
• Lead Ironmark’s automotive revenue expansion by operationalizing Ironmark’s proven new-business approach—personally opening doors while coaching AEs to execute consistently and target new Tier 3 rooftops.
• Equip the team with strong messaging and effective sales methodologies to drive consistent pipeline creation and high conversion rates.
• Deliver measurable growth through new logo acquisition and deeper penetration of Ironmark’s automotive footprint.
• Lead a consistent, high-quality sales process from prospecting through close, including LinkedIn and email engagement, targeted in person dealer outreach, discovery calls, software demonstrations, and proposal development.
• Clearly articulate Ironmark’s value proposition and ensure continuous engagement across the full buying committee.
• Uph