Sr. Director / Head of Digital Advertising

Head of / Sr. Director of Digital Advertising Location: U.S. (Remote) Compensation: $175,000-$225,000 base + performance Our client , a fast-growing digital media and technology platform operating a large-scale premium indoor screen network across North America, is hiring a senior commercial leader to build and scale its digital advertising division. This role reports directly to the CRO and President and will focus on launching and expanding a new revenue vertical at the intersection of event-based media and premium indoor digital/DOOH environments. This is a true builder opportunity. The Opportunity Our client operates a network of 10,000+ digital screens across high-traffic, Tier 1 hospitality, convention, and event environments throughout North America. They are formalizing and aggressively scaling their advertising business and are seeking a senior leader to: Develop and own the advertising go-to-market strategy Shape pricing, packaging, and long-term growth plans Build strategic relationships with brands and agencies Drive revenue directly as an individual contributor while the business scales This is not a mature team leadership role. This is a build-the-revenue-engine-from-scratch role. Key Responsibilities Revenue & Strategy Develop and execute a comprehensive ad sales strategy across digital signage and DOOH Build pipeline, forecast revenue, and structure complex enterprise deals Partner with executive leadership to refine pricing models and product positioning Direct Sales Execution Personally close partnerships with brands and agencies across Digital, OOH/DOOH, CTV, and experiential channels Lead pitches, negotiations, and custom proposal development Evangelize a premium, event-based advertising network to high-value advertisers Market Development Identify whitespace opportunities within event-driven and experiential advertising Represent the company at key industry events and conferences Help define a differentiated position within the DOOH landscape What You Bring 8-10+ years of experience in digital advertising, media, DOOH, sponsorship, or related technology sales Strong brand and agency relationships Demonstrated success closing complex enterprise deals Experience shaping GTM strategy and revenue growth plans Startup / builder mentality with comfort operating hands-on Strong executive presence and communication skills