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 our multimedia portfolio.
• Develop compelling sponsorship opportunities leveraging the scale of our 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 and social media.
• Develop data-driven analysis and recommendations for opportunities and feedback to internal teams.
• 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.
• 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: Excellent presentation abilities, proposal creation, and pitch delivery.
• Analytical & Results-Driven: Experience with CRM systems (Salesforce, HubSpot or similar) and data-oriented pipeline management.
• Team Player: Ability to collaborate with internal teams to craft solutions that align with audience engagement.
• Willingness to Travel: Ability to meet clients and attend industry events, estimated 20-30% travel.

Nice to Have

• Additional verticals experience beyond those listed.
• Experience with influencer-style content-creator approaches.

Qualifications

• 2+ years in digital media sales, sponsorship sales, or partnership development.
• Established network of brand and agency contacts in relevant verticals.
• Proven ability to negotiate large contracts and influence decision-makers.
• Experience owning a $5M+ annual sales quota.

Benefits & Perks

• High-Impact Opportunity: Lead major sponsorship deals for a brand reaching over 140 million visitors monthly.
• 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.