Senior Vice President of Sales, Enterprise Sales

Senior Vice President of Sales, Enterprise Sales: REMOTE –

is a fast-growing, private, full-service digital marketing company that excels at helping automotive dealerships increase sales, increase market share, and lower cost per acquisition. is committed to developing innovative solutions for every dealer in every market and to providing the highest levels of accountability and customer service. We are currently hiring for a Senior Vice President of Sales, Enterprise Sales: REMOTE as we look to expand our team and support our growing roster of local and national clients.

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Who We're Looking For: Senior Vice President of Sales, Enterprise Sales: REMOTE

We’re looking for a high-impact, strategic Senior Vice President of Enterprise Sales to lead our enterprise sales division and drive aggressive top-line growth. In this executive leadership role, you will manage a high-performing team of Enterprise Sales Directors, orchestrating their pipeline development, outbound prospecting methodologies, and key target account strategies. You aren’t just overseeing sales mechanics; you are leading a high-touch, consultative sales process that requires active engagement with C-suite executives and senior leaders to close complex, high-value deals.

Reporting directly to the Chief Growth Officer, you will serve as a critical bridge between sales strategy and revenue execution. You will refine our go-to-market approach, establish rigorous pipeline discipline, and step directly into key client pursuits to help close transformative new business. This role demands a proven sales executive who combines elite coaching abilities, strategic vision, and a relentless drive to scale enterprise market share within a fast-paced, competitive industry.

We will prioritize local candidates who can commute to our Wakefield, MA office. However, we are open to considering exceptional candidates who are not local.

A day in the life of a Senior Vice President of Sales, Enterprise Sales: REMOTE

• Team Leadership & Mentorship: Fully manage, mentor, and train the Enterprise Sales team, ensuring full adherence to company guidelines, sales methodologies, and execution standards.
• Pipeline & CRM Management: Oversee enterprise pipeline development strategies and ensure team members maintain accurate, up-to-date pipeline information and CRM responsibilities.
• Cross-Functional Strategy: Partner with Sales Operations, Marketing, Business Development, and Outside Sales to define target markets, refine messaging, and deploy ROI-driven digital solution proposals for enterprise dealer groups.
• Field Leadership & Deal Acceleration: Travel regularly with Enterprise Sales Directors to lead executive pitch meetings, advance complex deals, close new accounts, and represent the company at industry trade shows.
• Operational Execution & Support: Collaborate with internal support teams to optimize sales enablement tools and ensure all client opportunities are backed by rigorous performance reporting and firm ROI models.
• Ad Hoc Responsibilities: Perform other duties as assigned by the Chief Growth Officer and executive leadership team.

What you’ll need to succeed:

• Educational Background: Bachelor’s Degree or an equivalent combination of education and professional training.
• Sales Expertise: 5+ years of combined inside and outside sales experience, specifically within the digital marketing and automotive industries.
• Leadership Tenure: 5+ years of senior leadership experience managing high-performing sales teams.
• Industry Authority: Proven track record of selling digital products and navigating the unique landscape of the automotive sector.
• Strategic Communication: Exceptional written and oral communication skills with the ability to navigate diverse communication styles and build interest in complex digital solutions
• Relationship Building: Ability to establish and maintain productive, collaborative relationships with stakeholders at all levels, both internally and externally.
• Operational Excellence: High-level proficiency in project coordination, time management, and various computer hardware and software systems (e.g., Salesforce, HubSpot).
• Adaptive Collaboration: A team-oriented mindset with the ability to work across departments to achieve collective goals.
• Mobility: Must possess a valid driver’s license and maintain a clean driving record.
• Travel: Ability and willingness to travel up to 50% of the time to support client deals and company initiatives.
• Competency Alignment: Commitment to meeting the company’s comprehensive core and role-specific competency models.

Compensation:

We offer a competitive compensation commensurate with experience and qualifications. The salary range for this position is $120,000.00 - $160,000.00. The annual on-target earnings range for this position is up to $340,000.00. The final salary will be determined based on factors such as skills, knowledge, and demonstrated expertise.

In addition to the base salary, we provide a comprehensive benefits package that includes health insurance, retirement plans, paid time off, and professional development opportunities.

Please note that the stated salary range is flexible and negotiable based on individual qualifications and fit for the role. We encourage candidates to discuss their salary expectations during the interview process.

Flexibility:

The Senior Vice President, Enterprise Sales may benefit from the flexibility to work in a way that suits them best. We offer the following working options:

• Office-Based: Our modern and well-equipped office space provides a collaborative environment where you can work closely with your team, engage in face-to-face interactions, and foster a sense of community.
• Remote: We understand that some individuals thrive in a remote working setup. As such, we support remote work arrangements, allowing you to work from the comfort of your own home or any location that enhances your productivity.
• Hybrid: For those who prefer a balance between office and remote work, we offer a hybrid model. This allows you to divide your time between working in the office and remotely, providing the best of both worlds.

Working at

We provide our employees with a range of benefits, including career development programs, unlimited paid time off, and additional perks. All are welcome to visit our careers and culture page for more details.

More About

takes the guesswork out of advertising. We don’t over-promise: we over-deliver. We provide real value to our clients because we really value them as partners. We love Google and Facebook, but also love Instagram and Bing. We innovate, educate and instigate. We are forward-thinking, but we learn from the past. We are results-driven and our strategies drive results. We love the practical applications of psychology to marketing, but we aren’t above a good practical joke. We are team players, but we love to crush our competitors. We create an environment of respect and we respect the environment. We are the brains and the good looks. We are very humble. We are nerds, but cool, likable nerds. We are never gonna give you up. Never gonna let you down. We are all work and all play. We calculated that only 15.8% of visitors who started this paragraph would actually read this far down. We are .