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Salary: USD 170,000 - 230,000 / annual
Firefly is a data-first out-of-home (OOH) advertising network that uses advanced tracking, measurement, and optimization to deliver location-based, GPS-enabled dynamic content via car-top and in-car solutions. The company operates across major U.S. markets including NYC, Chicago, Las Vegas, San Francisco, Los Angeles, and Miami.
You will lead Firefly's East Coast sales region as VP, Sales, owning both revenue outcomes and the team that drives them. This is a senior executive role requiring someone with strong sales fundamentals, a data-driven coaching mindset, and proven ability to build and scale high-performing teams. You'll be one of Firefly's most visible leaders in its largest market, setting the pace for the organization.
Key Responsibilities:
- Own East Coast region revenue and profitability; translate growth targets into clear strategies, seller-level goals, and execution plans
- Build and continuously improve a regional sales playbook covering prospecting, account prioritization, relationship-building, pipeline creation, deal advancement, closing, and account growth
- Set clear activity and performance standards, tying leading indicators to revenue outcomes through consistent 1:1s, pipeline reviews, account planning, deal coaching, forecasting, and performance management
- Develop account penetration strategies to deepen and widen Firefly's presence within existing customers
- Build a diversified new-business engine spanning agency, client-direct, Tier 2 agency, and emerging channels
- Grow revenue across Firefly's full portfolio (digital and static tops, car wraps, in-car, billboard, experiential, programmatic) by packaging capabilities into major tentpole and event programs
- Recruit, hire, onboard, coach, and develop a high-performing New York sales team using data, technology, and AI-enabled tools
- Assess Firefly's sales motion with fresh eyes, preserving relationship-driven strengths while introducing proven processes and tools that scale
- Partner with Revenue Operations on Salesforce discipline and pipeline data integrity
- Partner cross-functionally with Product, Engineering, Marketing, Operations, and Strategy to turn customer insights into stronger products, pricing, and go-to-market strategies
- Represent the East Coast region in leadership discussions, bringing market and competitive intelligence
Requirements:
- Bachelor's degree required
- 15+ years of progressive sales experience, including significant experience leading teams and owning revenue outcomes in a high-performance B2B sales organization
- Proven experience building, coaching, and retaining high-performing sales teams, including performance management and succession planning
- Track record of recruiting and attracting top sales talent
- Experience building scalable, repeatable sales processes or playbooks
- Data-driven approach to decision-making, forecasting, and coaching
- Strategic, consultative sales approach with strong business acumen and solutions-first mindset
- Exceptional communication, negotiation, interpersonal, and executive presentation skills
- Highly organized with strong pipeline discipline and forecasting accuracy
- Salesforce experience required
- Willingness and ability to travel as the role demands
- Must be authorized to work in the United States
Preferred Qualifications:
- Background in out-of-home, experiential, and programmatic advertising
- Existing relationships with senior NYC agency holding companies and/or Tier 2 agencies
- Track record of driving growth across core and programmatic revenue streams with strong command of data, targeting, and measurement
- Experience with AI-enabled sales and coaching tools
