Head of Sales

Reports to: Chief Executive Officer

Location: Remote (Eastern Standard Time; GMT-5; likely US or Canada)

Position Overview:

The Head of Sales at Vantage is a key leadership role responsible for driving revenue growth and expanding our market presence as a premier, end-to-end retail media platform. This individual will lead and execute our sales strategy, build and nurture high-value client relationships, and spearhead business development efforts. The ideal candidate has deep experience in Retail Media Networks, AdTech, or MarTech and a proven ability to scale sales teams in a fast-growing environment.

The Head of Sales will work closely with marketing, product, and customer success teams to align sales initiatives with company objectives, ensuring continued adoption of Vantage’s solutions and long-term client success.

Key Responsibilities:

Sales Strategy & Execution:

• Develop and execute a comprehensive sales strategy to drive revenue growth and increase market share.

• Identify, target, and acquire new business opportunities within Retail Media Networks, AdTech, and MarTech sectors.

• Establish clear sales objectives, key performance indicators (KPIs), and revenue targets, ensuring alignment with company goals.

Business Development & Client Acquisition:

• Expand Vantage’s client base by identifying and pursuing strategic partnerships with leading retailers, brands, and media buyers.

• Cultivate relationships with Retail Media Network Leaders, C-level executives, and key decision-makers.

• Leverage industry knowledge to position Vantage as a leader in the space, effectively communicating our unique value proposition.

Team Leadership & Sales Enablement:

• Build, mentor, and scale a high-performing sales team that excels in consultative selling and solution-based sales approaches.

• Partner with marketing and product teams to develop sales collateral, case studies, and go-to-market strategies that support the sales process.

• Foster a performance-driven culture by providing coaching, training, and continuous improvement initiatives.

Pipeline & Revenue Management:

• Own the sales funnel from prospecting to close, ensuring a robust pipeline of opportunities at all times.

• Utilize CRM tools to track and analyze sales performance, pipeline health, and revenue forecasts.

• Drive deal negotiations, pricing strategies, and contract discussions, ensuring alignment with business objectives.

Customer Retention & Growth:

• Develop and execute strategies to expand revenue within existing accounts through upselling and cross-selling.

• Collaborate with customer success teams to ensure a seamless onboarding experience and long-term client satisfaction.

• Act as a trusted advisor to clients, offering insights and recommendations that drive measurable business results.

Skills & Qualifications:

• 10+ years of experience in B2B Sales Leadership, preferably in Retail Media Networks, AdTech, or MarTech.

• Proven success in enterprise sales, business development, and revenue growth within a technology-driven organization.

• Deep understanding of retail media, programmatic advertising, digital marketing, and data-driven ad solutions.

• Strong ability to build high-impact sales teams, develop talent, and drive a high-performance sales culture.

• Exceptional negotiation, communication, and presentation skills with a consultative sales approach.

• Experience in scaling sales operations, developing GTM strategies, and managing complex sales cycles.

• Proficiency in CRM tools (e.g., Salesforce, HubSpot) and sales analytics platforms.

• Strategic thinker with a hands-on execution mindset, comfortable operating in a fast-paced startup environment.

What We Offer:

• Competitive salary with performance-based incentives.

• Equity and ownership opportunities within a growing company.

• Comprehensive health benefits and flexible work options.

• Generous PTO and professional development support.

• Opportunity to shape the sales direction of an innovative advertising platform.

Join Us:

Be a part of Vantage’s exciting growth journey. Apply now to lead our sales strategy, drive product success, and position Vantage as a leader in the advertising industry.

About Vantage 

Vantage plays in a $250BN addressable market in North America that is seeing significant disruption. Retailers are transforming their digital marketing practices to drive customer acquisition and are looking for new profit centers in retail media networks.

Vantage is uniquely positioned in this space, having established a technology platform that is custom-built for retail media. We offer the only turnkey platform for integrated retail media networks. We significantly outperform online media benchmarks by leveraging automation, machine learning, and AI. Ours is the market-leading platform and we have real traction with some of the biggest names in retail.

We are excited to expand the team and take the company to the next level. You would have the opportunity to get in early, and obviously, that comes with great possible financial upside, but it also comes with an opportunity to shape the culture of the team. So, we’re picky about the people we invite to join the journey. We’re looking for true team players, not lone wolves or temporary hired guns. We are professionals with a passion for doing great work and driving real success for Vantage and our clients.

Headquartered in Toronto but working fully remotely, the Vantage team is diverse, creative, and fun. We believe that our strong commitment to diversity & inclusion enables Vantage to be better. We also believe that people are happiest and can accomplish the most amazing things when they have the freedom and flexibility to customize their work and life environments and can take on huge, stimulating challenges with fantastic colleagues.

In addition to your compensation, enjoy the rewards of an organization that puts our heart into building a team. Vantage offers a full range of medical, dental, and vision benefits. All employees are also owners, as everyone is enrolled into the Vantage Employee Stock Option Plan. Vantage provides strong maternity / parental leave benefits in all jurisdictions.

Vantage also offers numerous well-being programs, education assistance, development courses, and discount programs with participating partners. As for time off, Vantage employees enjoy generous vacations, as well as paid holidays throughout the calendar year. Number of paid holidays, sick time, and other time off are provided consistent with relevant jurisdictions and company policies.

Reasonable accommodations are available to job applicants on request and throughout the application process.

We thank all applicants in advance for their interest in this position; however, only those selected for an interview will be contacted.

If you are a results-oriented sales leader with a passion for technology and a desire to drive growth in the retail industry, we encourage you to apply and join us in shaping the future at Vantage.