Digital Media Executive (Remote Chicago) - Kwqc

Gray Media•Davenport, IA

10d•Remote

About The Position

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.

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.

Nice To Haves

Prior experience in digital media sales, advertising, or marketing is a plus — but we provide comprehensive training to support your growth and success.

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 (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.

Benefits

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