Ad Sales Director
Confirmed on the employer's own hiring board on Nov 5, 2026. First seen by Alion on Sep 3, 2026. Chess scores A on the Alion truth index.
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.
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 the Opportunity
- This is a full-time or contract opportunity depending on your location
- We are 100% remote (work from anywhere!) - but USA timezones are strongly preferred for this role due to timezone alignment and business needs