Vice President of Enterprise Sales – Dealer Groups

Vice President of Enterprise Sales –  Automotive Dealer Groups

Vicimus is looking for an accomplished enterprise sales executive to build and grow strategic relationships with the largest automotive dealer groups across North America. 

As Vice President of Enterprise Sales, you will lead our enterprise growth strategy, securing multi-rooftop and enterprise partnerships while working directly with executive leadership to shape the future of our organization.

The Vice President of Enterprise Sales is expected to develop executive-level relationships with Dealer Principals, CEOs, Presidents, COOs, CIOs, Chief Marketing Officers, and Executive Vice Presidents. They will lead complex, consultative sales cycles, negotiate enterprise agreements, and partner closely with Product, Operations, Marketing, and Customer Success to ensure long-term customer success and expansion.

Why Join Vicimus? 

Vicimus is transforming automotive retail through innovative technology, marketing, BDC, and consulting solutions that help dealerships sell more vehicles, improve customer retention, and operate more efficiently.

As we continue our rapid growth across North America, this newly created executive role offers the opportunity to shape our enterprise sales strategy, influence product direction, and build long-term partnerships with some of the largest automotive dealer groups in the industry.

Key Responsibilities

Enterprise Account Strategy

• Develop and execute Vicimus' enterprise sales strategy.
• Build and maintain a strategic target list of major dealer groups.
• Prioritize opportunities based on revenue potential and strategic value.
• Develop multi-year account plans for top enterprise customers.
• Identify expansion opportunities across existing accounts.

New Enterprise Business Development

Own the full sales cycle for enterprise opportunities:

• Prospect and engage executive decision-makers.
• Conduct executive discovery meetings.
• Develop customized business cases.
• Coordinate product demonstrations.
• Build executive presentations.
• Lead contract negotiations.
• Close enterprise software and consulting agreements.

Executive Relationship Management

Develop trusted advisor relationships with:

• Dealer Principals
• CEOs
• Presidents
• COOs
• CIOs
• Chief Marketing Officers
• General Managers
• Fixed Operations Executives
• Corporate Leadership Teams

Become the executive face of Vicimus for strategic dealer groups.

Consultative Selling

Understand each dealer group's:

• Growth objectives
• Customer experience strategy
• Digital retail initiatives
• BDC performance
• Marketing effectiveness
• Operational challenges
• Technology ecosystem

Develop tailored solutions that deliver measurable business outcomes.

Revenue Growth

Responsible for:

• Enterprise ARR growth
• New logo acquisition
• Existing customer expansion
• Multi-year contract renewals
• Cross-selling consulting services
• Upselling additional Vicimus products
• Increasing enterprise account profitability

Cross-Functional Leadership

Partner closely with:

• President
• VP of Operations
• VP of Sales
• VP of Marketing
• VP of Product
• Customer Success
• Implementation
• Consulting Services
• OEM Partnerships

Ensure enterprise customers receive an exceptional experience from sales through implementation and long-term account management.

Market Intelligence

Maintain deep knowledge of:

• Automotive retail trends
• Dealer consolidation
• Digital retailing
• CRM technologies
• AI applications
• Competitive landscape
• OEM initiatives
• Customer experience trends

Provide strategic feedback to Product and Executive Leadership.

Sales Leadership

Although primarily an individual contributor role focused on strategic accounts, this executive will:

• Mentor enterprise account executives.
• Share enterprise sales best practices.
• Assist with complex negotiations.
• Support strategic proposals.
• Help shape Vicimus' enterprise sales methodology.

Key Performance Indicators (KPIs)

The Vice President of Enterprise Sales will be measured on:

• Annual Enterprise ARR booked
• Total enterprise pipeline
• New dealer groups acquired
• Number of rooftops sold
• Average contract value (ACV)
• Multi-year contract percentage
• Enterprise win rate
• Expansion revenue from existing customers
• Executive meetings completed
• Sales cycle velocity
• Forecast accuracy
• Customer retention and renewals

Qualifications

Required

• 10+ years of enterprise software or automotive technology sales experience.
• Proven success selling to large dealer groups.
• Existing executive relationships within the automotive retail industry.
• Demonstrated success closing complex seven-figure enterprise agreements.
• Experience managing long, consultative sales cycles.
• Strong executive presentation and communication skills.
• High level of commercial and financial acumen.

Preferred

• Experience selling automotive SaaS solutions.
• Deep understanding of dealership operations.
• Knowledge of CRM, DMS, BDC, marketing, and customer engagement platforms.
• Experience working with public automotive retailers and large private dealer groups.
• MBA or equivalent executive business experience.

Core Competencies

• Enterprise Sales Leadership
• Executive Presence
• Strategic Account Planning
• Consultative Selling
• Negotiation
• Relationship Building
• Business Development
• Financial Analysis
• Solution Selling
• Influence and Persuasion
• Customer-Centric Leadership
• Cross-Functional Collaboration

Travel Requirements

• Approximately 40–60% travel throughout North America.
• Regular visits to dealer group headquarters, regional offices, industry conferences, and customer locations.

What Your First 90 Days Will Look Like:

First 30 Days

• Complete onboarding on Vicimus products, services, and value proposition.
• Meet executive leadership and key cross-functional stakeholders.
• Review current enterprise accounts and sales pipeline.
• Develop a target list of the top 100 dealer groups in North America.

Days 31–60

• Initiate executive outreach to top target accounts.
• Conduct discovery meetings with key prospects.
• Build strategic account plans for priority dealer groups.
• Establish quarterly pipeline and revenue forecasts.

Days 61–90

• Advance multiple enterprise opportunities through the sales pipeline.
• Present executive business cases to dealer group leadership.
• Secure initial enterprise agreements or pilot programs.
• Deliver a comprehensive enterprise growth strategy to the executive team.

Ideal Candidate Profile

The ideal candidate is a seasoned enterprise sales executive with deep relationships across the automotive retail industry and a proven ability to win complex, high-value deals. They are skilled at engaging C-suite leaders, navigating multi-stakeholder buying processes, and crafting business cases that deliver measurable ROI. They combine strategic thinking with disciplined execution and thrive in an entrepreneurial, high-growth environment.

This role is designed to make enterprise dealer groups a primary driver of Vicimus' growth by securing long-term partnerships with the largest and most influential automotive retailers in North America.

Why You’ll Love Working With Us

• Opportunity to work with leading automotive dealerships across the country
• Collaborative team culture with supportive leadership
• Exposure to innovative marketing technologies and evolving product lines
• Opportunities for professional growth across Client Operations, Marketing, and Product

Vicimus is an equal opportunity employer

At Vicimus we welcome diversity and we celebrate our differences. In fact, we believe in difference makers. And in good people. Having a diverse workforce inspires new ideas, creates bigger opportunities, and builds stronger bridges with our customers.

All employment decisions here at Vicimus (including hiring, transfer, promotion, compensation, eligibility for benefits and termination) are based on our business needs, job requirements and individuals’ qualifications. Vicimus does not discriminate against any employee or applicant because of race, national or ethnic origin, colour, religion, gender, age, sexual orientation, gender identity or expression, marital status, family status, disability and any other status protected by the law.

 Vicimus is committed to fair and accessible employment practices and will provide reasonable accommodation for people with disabilities during recruitment, assessment and upon hiring.