DIGITAL MEDIA EXECUTIVE (REMOTE CHICAGO) - KWQC

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

About Gray Media

Today, we are a growing multimedia company headquartered in Atlanta, Georgia. We are the nation's largest owner of top-rated local television stations and digital assets serving 117 full-power television markets that collectively reach approximately 37% of US television households. The portfolio includes 80 markets with the top-rated television station and 100 markets with the first- and/or second-highest-rated television station in average all-day ratings across 116 such markets measured by Nielsen in 2025. We also own the largest Telemundo Affiliate group with 46 markets and Gray Digital Media, a full-service digital agency offering national and local clients digital marketing strategies with the most advanced digital products and services. Our additional media properties include video production companies Raycom Sports, Tupelo Media Group, and PowerNation Studios, as well as studio production facilities Assembly Atlanta and Third Rail Studios.

We understand that life needs balance. That is why we offer our employees and eligible family members a comprehensive benefits package, including:

• Comprehensive Medical(Rx), Dental and Vision Coverage
• Health Savings Account with Company contributions
• Flexible Spending Account
• Employer-paid life and disability benefits
• Paid parental leave benefits
• Adoption and Surrogacy Benefits
• 401(k) Plan, including matching and profit-sharing contributions
• Employee Assistance Program
• Voluntary benefits, including Hospital Indemnity, Critical Illness, Accident Insurance, and supplemental life insurance coverage
• Paid Time Off, including Relocation PTO
• Focus on Caring

Salary/Wage

Salary + Commission

Shift and Schedule

Mon. - Fri. (8:00 - 5:00 pm)

Job Type

Full-Time

Job Summary/Description

This is a digital-first, remote sales role focused exclusively on selling Gray Digital Media's full suite of advanced digital marketing solutions to businesses in the Chicago market. The ideal candidate is a self-starter who thrives in an autonomous environment, is passionate about new business development, and has a strong command of digital advertising strategies.

Your success will be measured by high sales activity - prospecting, new client meetings, and customized proposals - while building a strong and growing book of business in the Chicago region.

Duties/Responsibilities include, but are not limited to:

• 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 (Connected TV), Programmatic Display & Video, Targeted Email Marketing, Paid Social Media, YouTube Advertising, Search Engine Marketing (SEM) & Search Engine Optimization (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 consistent in-person consultation, strategic planning collaboration, and ongoing campaign performance reviews.
• Use client management tools and reporting software to track performance, optimize campaigns, and demonstrate ROI to clients.
• Collaborate effectively with internal teams, including digital strategists, creative services, and the KWQC/Gray Digital Media sales team in Davenport, to deliver top-tier client campaigns.
• Learn and master Gray Digital Media's advertising platform and stay current on emerging digital marketing trends and products.
• Adapt to varying work schedules, including occasional meetings or events outside regular business hours.

Qualifications/Requirements

• 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.
• Strategic thinker with strong organizational skills and the ability to manage multiple client relationships simultaneously.
• Proficiency with Microsoft Office (Word, Excel, PowerPoint) required; experience with CRM/client management tools preferred.
• Valid driver's license and good driving record required (will be reviewed) - regular in-person client calls throughout the Chicago region are expected.
• Prior experience in digital media sales, advertising, or marketing is a plus - but we provide comprehensive training to support your growth and success.

Additional Info

Gray Media provides equal employment opportunities (EEO) to all employees and applicants for employment without regard to race, color, religion, sex, national origin, age, disability, or genetics. In addition to federal law requirements, Gray Media complies with applicable state and local laws governing nondiscrimination in employment at every location where the company has facilities. This policy applies to all terms and conditions of employment, including recruiting, hiring, placement, promotion, termination, layoff, recall, transfer, leaves of absence, compensation, and training.
Gray Media expressly prohibits any form of workplace harassment based on race, color, religion, gender, sexual orientation, gender identity or expression, national origin, age, genetic information, disability, or veteran status. Improper interference with the ability of Gray's employees to perform their job duties may result in discipline up to and including discharge.

KWQC-TV/Gray Media is a drug-free company