Head of Sales, The Rundown

Electrify

$80K — $120K *
Media
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • Sales leadership experience in the media, newsletter, podcast, or creator sectors, with a track record of building or scaling sales organizations.
  • Deep understanding of ad-supported media economics, particularly CPMs, sell-through, and sponsor renewals.
  • Proven ability to close high-value deals, including multi-product commitments with enterprise clients.
  • Strong track record in team building, with willingness to grow the sales team from 1 to 4-5 members.
  • Detail-oriented in managing systems, forecasts and pipeline management, with experience implementing CRM tools.
  • Ability to collaborate closely with founders, providing strategic input on pricing and packaging.

Responsibilities

  • Manage and develop the sales team, ensuring coverage during absences and expanding the team as needed.
  • Own and oversee the annual revenue forecast, including CRM implementation and pipeline management.
  • Redefine the packaging and pricing strategy to optimize inventory across newsletters, podcasts, and social media.
  • Personally close large and strategic multi-product deals and provide support to junior salespeople.
  • Lead the development of strategic partnerships, including co-marketing efforts and collaboration with other brands.
  • Facilitate weekly sales meetings to monitor KPIs, discuss challenges, and present monetization strategies to the CEO.

Benefits

  • Opportunity to build the sales structure for a fast-growing AI media brand with daily reach to over 2 million professionals.
  • Join a passionate global team focused on innovation in AI, media, and education.
  • Flexible working hours and fully remote work options.
Full Job Description
Head of Content - The Rundown

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.

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

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