Interactive Account Executive, Video, Audio, and Casual Gaming | Puzzle Verticals

About the Role

Key Responsibilities

• Own end-to-end sales cycle to achieve $5M in sponsorship revenue first year, doubling to $10M by year two.
• Identify, prospect, and cultivate relationships with key decision-makers across multiple verticals including Pharma, Financial Services, Automotive, Media, CPG, Technology & Telecom.
• Build a robust pipeline of brand partnerships, premium sponsorships, and custom advertising packages for the multimedia portfolio.
• Develop compelling sponsorship opportunities leveraging the scale of the multimedia portfolio in news, entertainment, sports, and lifestyle.
• Collaborate with cross-functional content teams to craft integrated programs for proactive pitches and RFP responses.
• Serve as the primary point of contact for brand partners, nurturing long-term relationships and maximizing recurring revenue streams.
• Conduct client-facing presentations, proposal development, and business reviews to demonstrate ROI.
• Manage complex sales cycles including presentations, negotiations, and contract closures.
• Stay ahead of digital advertising trends, sponsor needs, and industry developments, especially in digital video, social media, and influencer content.
• Develop data-driven analysis and recommendations to quantify opportunities and inform internal strategies.
• Maintain accurate records of deal progress, revenue forecasts, and pipeline health in CRM systems.
• Provide regular updates to senior leadership on sales progress and market insights.
• Work closely with Sales, Marketing, Creative, and Operations teams to execute campaigns seamlessly.
• Identify and develop new business opportunities with major advertisers.
• Provide guidance or mentorship to junior sales or account managers supporting partnership activations.

Requirements

• Proven Sales Track Record: 2+ years in digital media sales, sponsorship sales, or partnership development with a record of closing high-value, multimillion-dollar deals.
• Industry Relationships: Established network of brand and agency contacts across Pharma, Financial Services, Automotive, Media, CPG, Technology & Telecom.
• Strategic Selling & Negotiation: Ability to build custom sponsorship solutions, negotiate large contracts, and influence C-level decision-makers.
• Revenue Accountability: Comfortable owning a $5M+ annual quota with the ambition to double revenue by the second year.
• Digital Media Expertise: Familiarity with branded content, native advertising, sponsorship packages, and performance metrics like CPM, CPA, and brand lift.
• Strong Communication Skills: Exceptional at creating proposals, delivering pitches, and presenting to clients.
• Analytical & Results-Driven: Proficient with CRM systems (Salesforce, HubSpot, or similar) and data-oriented pipeline management.
• Team Player: Able to collaborate with internal teams to craft solutions that resonate with audiences and meet advertiser needs.
• Willingness to Travel: Ability to meet clients and attend industry events, estimated 20-30% travel.

Nice to Have

• Additional vertical industry experience beyond those listed.
• Experience with emerging digital advertising formats and influencer-style content-creator approaches.

Qualifications

• Educational background is not explicitly specified, but experience in digital media sales is required.

Benefits & Perks

• High-Impact Opportunity: Lead major sponsorship deals for a brand reaching over 140 million visitors monthly, with growth in puzzle and gaming verticals.
• Competitive Compensation: Base salary plus aggressive commission/bonus structure.
• Growth Trajectory: Play a key role in evolving the PLAY experience and shaping strategic partnerships.
• Supportive Team Culture: Collaborate with passionate colleagues in marketing, editorial, and product teams.
• Comprehensive Benefits: Medical, dental, vision, 401(k) with company match, paid time off, and professional development opportunities.