Remote Digital Media Sales Executive – Chicago

Gray Local Media, Inc; Davenport (IA); Remote; USD 60,000 - 90,000; Full time

Benefits offered by this job

Medical, Dental, Vision coverage

401(k) with matching

Paid time off

Job summary

Gray Media is seeking a self-driven digital marketing sales professional to sell Gray Digital Media’s full suite of online advertising solutions to Chicago-area businesses. The role emphasizes new business development, autonomous work style, and achieving growth through strategic proposals and client partnerships.

The ideal candidate thrives in a remote environment, manages a growing book of business, and collaborates with internal teams to deliver ROI-focused campaigns.

Qualifications

• Energetic, self-motivated professional with a passion for new business development and digital marketing solutions.
• Strong communication, presentation, and negotiation skills - ability to consult confidently with business owners and marketing decision-makers.
• Proven ability to work independently and manage time effectively in a remote work environment.

Responsibilities

• Prospect and develop new business across multiple industries in the Chicago metro and surrounding communities, actively seeking and winning new client opportunities.
• Consult with business owners, marketing executives, and decision-makers to develop and implement effective digital marketing strategies tailored to their business goals.
• Sell and grow Gray Digital Media's full suite of digital advertising products, including OTT/Streaming, Programmatic Display & Video, Email Marketing, Paid Social, YouTube Advertising, SEM & SEO, and more.
• Design, write, and present custom marketing proposals and presentations that clearly communicate digital solutions and demonstrate measurable ROI for clients.
• Meet and exceed sales activity targets, revenue goals, and budgets, managing a growing book of business across the Chicago region.
• Develop, retain, and grow strong client relationships through in-person consultation, strategic planning collaboration, and ongoing campaign performance reviews.

Skills

New business development

Communication

Remote work experience

Time management

Negotiation

Microsoft Office

CRM experience

Tools

CRM software

Microsoft Office

Job description

Gray Media is seeking a self-driven digital marketing sales professional to sell Gray Digital Media’s full suite of online advertising solutions to Chicago-area businesses. The role emphasizes new business development, autonomous work style, and achieving growth through strategic proposals and client partnerships.

The ideal candidate thrives in a remote environment, manages a growing book of business, and collaborates with internal teams to deliver ROI-focused campaigns.