Hey! We're The Rundown, the world's largest AI community. We inform millions of people around the world about everything going on in AI, why it actually matters, and how you can apply it to your work and life.
Since launching in January 2023, our flagship daily newsletter and social media channels engage with millions of people each day, and our AI University gets hands-on and educates thousands of members how to use the tools that are quickly becoming a part of daily work.
Our mission is to help 1 billion people work faster using AI and contribute to a more productive society. If you share our passion, we'd love to chat! ❤️
About the role
As 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.
Our ideal candidate
- 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.
Location Fully remote. Our team members live in Canada, USA, UK, Switzerland, and more.
