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Chewy Sr Director, Sponsored Ads Sales - Remote in Boston, Massachusetts

Our Opportunity:

At Chewy we are building a team to launch a Sponsored Advertising business. We are looking for an accomplished Head of Sales to lead our Ads business unit consisting of Sales, Account Management, and Ad Operations.

Sponsored Ads enables brands on Chewy to promote products directly to their target customers at the moment they are looking for products and ready to make a purchase. This provides brands with the ability to generate additional sales and customer awareness by showcasing relevant products in premier positions on Chewy. Advertising is a critical component of the ecommerce ecosystem and provides a critical revenue stream to the company.

Come be part of the team to build Sponsored Ads from the ground up at Chewy!

What You'll Do:

  • Build a focused, high performing, driven sales team

  • Attract, hire and retain top sales talent

  • Build out Account Management and Ad Operations teams

  • Enable your team to exceed sales, pricing and yield goals

  • Elevate skill sets and develop bench strength in the organization

  • Mentor and coach sales representatives

  • Determine short and long-range sales revenue plans per Advertising vendor

  • Create and implement sales programs and tools that increase performance by the sales staff

  • Drive the sales management process as well as play a hands-on role in driving sales, generating leads and opening doors for the sales organization

  • Partner across organizations to ensure the sales channel is setup for success

  • Drive strategic meetings with senior executives to expand partnership priorities

What You'll Need:

  • 12-15 years ad sales experience; 7+ years in a Management function with Agency/Media Sales/Entertainment sales experience

  • Experience building teams from scratch in a 0 to 1 environment

  • Extensive B2B sales experience

  • Digital ad sales experience with focus on large retail brands

  • Strong track record of high level negotiation and successful internal and external relationship management

  • Demonstrated ability to consistently close sales and generate revenue

  • Proven track record of aligning cross-functional teams

  • Ability to work well in a team environment

  • Ability to navigate data and leverage analytics to make decisions

  • Proven ability to sell and manage custom-built programs from concept through execution


  • MBA or advanced degree

  • Experience in Performance or Search advertising

  • Exceptionally strong analytical thinker

  • Possess a talent for responding effectively to market direction, customer needs and competitive positioning

  • Can thrive in fast paced dynamic environments and has very strong communication and presentation skills

Chewy is committed to equal opportunity. We value and embrace diversity and inclusion of all Team Members.

If you have a disability under the Americans with Disabilities Act or similar law, or you require a religious accommodation, and you wish to discuss potential accommodations related to applying for employment at Chewy, please contact

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