Head of Content - The RundownAbout the roleAs Head of Sales at The Rundown, you'll own our entire ad revenue engine across newsletters, podcast, social, and newsletter takeovers. Your job is to build a real sales organization - own the revenue plan, rebuild packaging and pricing, close strategic multi-product deals yourself, and build the team. You'll report directly to the CEO.
Key Responsibilities - Manage and develop the sales team: Cover when team members are out, and progressively hire additional salespeople when needed.
- Own the revenue plan: Build and manage our annual revenue forecast across all inventory types. Own CRM implementation, pipeline hygiene, and weekly revenue reporting.
- Rebuild packaging and pricing: Develop our rate card across newsletters, podcast, takeovers, and social. Package inventory smartly (bundles, tiers, annual commitments).
- Close strategic and multi-product deals: Handle large enterprise accounts and multi-brand packages personally, handing off to other key salespeople.
- Own strategic partnerships: Lead deals for perks, co-marketing, and cross-portfolio partnerships.
- Run sales weeklies: Lead weekly syncs, report progress toward KPIs, flag bottlenecks, and bring new monetization ideas to the CEO.
Skills and experience - Sales leadership experience: You've built or scaled a sales org at a media, newsletter, podcast, or creator business. You've managed reps, built rate cards, and closed $100K+ deals yourself.
- Newsletter or creator media background: You understand ad-supported media economics - CPMs, sell-through, inventory management, sponsor renewals. Bonus if you've sold at a newsletter, podcast, or creator business.
- Strategic closer: You can handle a CMO call and walk out with a multi-product annual commitment, not a one-off placement.
- Builder, not just manager: You're excited to go from 1 salesperson to a team of 4-5, including hiring specialists for adjacent inventory.
- Systems-oriented: You think in pipelines, dashboards, and forecasts. You'll implement a CRM and actually use it.
- High trust with founders: You'll work closely with the CEO on packaging and pricing strategy. You're comfortable pushing back and bringing ideas, not just executing.
What we offer- A chance to build the sales organization behind the fastest-growing media brand in AI, reaching 2M+ professionals daily, with significantly underpriced inventory and massive headroom.
- A global team that is passionate about the future of AI, media & education.
- Competitive base + performance compensation, flexible hours & fully remote work.
Division The Rundown AI Locations USA, CANADA Remote status Fully Remote
