Posted Sep 11, 2026

Ads Sales Director

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About You

You are an experienced digital ad sales professional who has worked with top advertising agencies and brands. You have a deep knowledge of direct sales for both web and mobile platforms. You understand how to build and grow a direct sales business, from product to data to marketing to client management. You have a strong network of digital ad buyers - both from agencies and brands - and are comfortable proactively generating new leads and responding to RFPs. You are analytical and creative. You are as much driven by growing revenue as you are by creating a positive experience for our chess community and our advertising partners.

What You’ll Do

  • Lead our direct ad sales business, owning the strategy and execution
  • Sell Chess.com’s web and app advertising solutions, including programmatic direct, sponsorships, custom packages, and new-to-market formats
  • Own the end-to-end sales process including marketing, prospecting, negotiations, close, execution and account management
  • Build market awareness of Chess.com’s direct ads business, by growing relationships with brands and agencies
  • Partner with our Business Development team to generate custom solutions for partners
  • Work with Product, Engineering and Data to identify and develop that ad solutions that are attractive to the market and compliant with our brand guidelines

Preferred Experience/Skills

  • 8+ years of experience in direct digital sales, with a strong track record of growing revenue 
  • Deep understanding of the digital ad ecosystem, both web and mobile
  • Existing relationships with leaders at agencies and brands
  • Comfort with building a business from scratch with limited existing processes and infrastructure in place 
  • Strong ability to think strategically and creatively, while also passionate about rolling up your sleeves and executing
  • Excellent communication and presentation skills
  • Bachelor’s degree from an accredited university
  • Chess player and/or enthusiast
  • Lifelong learner


About Us

Chess.com is one of the largest gaming sites in the world and the #1 platform for playing, learning, and enjoying chess.


We are a team of 600+ fully remote people in 60+ countries working hard to serve the global chess community. We are here to support 250M+ chess players worldwide with the best possible product, content, and tools to serve the community!


We are a tech company. A gaming company. A content company. And we do it all with passion and commitment to the game. Above all we prize our mission-driven, flat, life-celebrating, no-corporate culture, and we look forward to meeting you and learning more about what you can bring to the team.

8+ years in direct digital sales, strong revenue growth record, digital advertising expertise, agency and brand relationships, strategic and creative execution, communication skills, and a bachelor's degree.

Key Responsibilities

Job Details

About Chess.com

A global technology and gaming company providing online chess products, content, and tools. — Industry: Information Technology