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Vice President, GTM Sales Strategy & Planning

Vice President, GTM Sales Strategy & Planning

OUTFRONT MediaNew York, NY, US
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Vice President Go-To-Market Strategy & Sales Planning

OUTFRONT Media is a forward-thinking leader in the out-of-home (OOH) advertising industry, shaping the future of media across all the top 25 largest markets in the U.S. and approx. 120 markets across the U.S.. As one of the largest OOH companies in the country, we specialize in billboard, transit, and mobile advertising, offering unparalleled inventory and iconic locations, from Times Square to the Sunset Strip. Our growing network of digital billboards and 500,000+ displays provide the most sought-after media placements in high-traffic areas, retail districts, and transit centers.

We are committed to creating innovative, impactful advertising solutions that connect brands with audiences in meaningful ways, leveraging fresh thinking and cutting-edge approaches, including digital networks, social and mobile integration, and improved business practices. At OUTFRONT, we are leading the charge to bring intelligence to OOH media and transforming the advertising landscape.

Our success is rooted in our commitment in inclusion. We value the diverse perspectives that fuel creativity and innovation, striving to build an environment where all voices are heard, and growth is encouraged. Join us in driving the next wave of OOH media and help revolutionize the advertising industry.

OUTFRONT offers :

  • OUTFRONT stock (NYSE : OUT) awarded annually.
  • Employee Resource Groups, including those for women, LGTBQIA+, AAPI and more.
  • Paid volunteer hours to aid in our commitment to serving our communities and beyond.
  • Comprehensive employer-contributed medical, dental, and vision plans.
  • HSA and FSA
  • Adoption Reimbursement Program.
  • Commuter benefits, pet benefits, and health advocate services.
  • Employer-contributed 401(k) and Roth 401(k) plans.
  • Employee Education Assistance Program.

We are OUTFRONT, in name and nature. Come join us!

Job Summary : We're seeking a strategic and analytical Vice President to lead our Go-To-Market (GTM) Sales Strategy & Planning function. Reporting to the SVP of Revenue Operations, this role will be pivotal in driving revenue growth, optimizing sales performance, and aligning cross-functional teams. You'll oversee sales planning, territory design, quota and compensation strategy, and sales analytics, empowering our teams with insights, tools, and strategies to outperform. This leader will work closely with Sales, Marketing, Finance, and Tech leaders to drive alignment, efficiency, and innovation.

What You'll Do : Go-To-Market Strategy & Sales Planning

  • Own GTM strategy design and execution, including compensation plans, quota setting, territory and account planning.
  • Partner with Sales leadership to tailor strategies to business and operational needs to drive revenue results.
  • Develop and implement a structured sales management cadence (e.g., QBRs, performance reviews).
  • Identify high-impact revenue opportunities through market segmentation and whitespace analysis.
  • Sales Analytics & Commercial Insights

  • Lead the sales analytics function to track performance, identify trends, and surface growth opportunities.
  • Deliver dashboards, AI-powered insights, self-service tools, and storytelling insights to enable decision-making across Sales and Revenue teams
  • Analyze advertiser behavior, category spend, and market trends to guide planning and prioritization.
  • Cross-Functional Leadership & Sales Tech Modernization

  • Serve as strategic liaison between Sales, Marketing, Finance, and Ad Ops.
  • Collaborate with Technology, Finance and Rev Ops team members on the modernization of our sales tech stack and future of AI based analytics & sales tools.
  • Drive Rev Ops best practices and influence sales enablement and tech investment decisions.
  • Preferred Qualifications / Education :

  • 10+ years of experience in GTM strategy, revenue operations, or sales planning, including 4+ years leading cross-functional teams in a high-growth, data-driven environment.
  • Proven ability to build or scale GTM and RevOps functions in complex organizations, ideally in media, advertising, or B2B SaaS.
  • Strong command of sales tech ecosystems (CRM, lead gen, sales automation, enablement platforms) with a track record of driving commercial outcomes through technology.
  • Deep expertise in sales compensation design, quota planning, and territory optimization, aligned with performance and growth goals.
  • Highly analytical with fluency in sales metrics, pipeline forecasting, whitespace analysis, and market modeling.
  • Exceptional strategic thinking and executive communication skills, with the ability to influence senior stakeholders and drive cross-functional alignment.
  • Bachelor's degree in business, Marketing, Finance, or related field required; MBA or advanced degree preferred
  • For New York, the salary range for this role is $200,000-$240,000 per year. Compensation is determined during our interview process by assessing a candidate's experience and skills relative to internal peers and market benchmarks evaluated for the scope and responsibilities of the position. Please note that the foregoing compensation information is a good-faith assessment associated with this position only and is provided pursuant to the New York City Salary Transparency Law.

    To all Recruitment Agencies : OUTFRONT Media LLC does not accept agency and unsolicited resumes. Please do not forward resumes to our OUTFRONT Media employees or any other company location.

    OUTFRONT Media is not responsible for any fees related to unsolicited resumes.

    OUTFRONT Media Is An Equal Opportunity Employer. All applicants shall receive equal consideration without regard to race, color, religion, gender, marital status, gender identity or expression, sexual orientation, national origin, age, veteran status or disability. Please refer to the OUTFRONT Media Affirmative Action policy statement.

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