Regional Account Executive

Regional Account Executive – Street Furniture Advertising (OOH)

Location:

Chicago, IL (Hybrid)

Employment Type:

Full-Time

A leading out-of-home advertising organization is seeking a Regional Account Executive to support its street furniture advertising portfolio across the Midwest. This role is responsible for developing revenue‑driving advertising campaigns for local and regional brands while managing and growing an existing client base.

This position is ideal for a consultative, relationship‑driven seller who enjoys prospecting, building tailored media solutions, and partnering closely with agencies and advertisers to deliver high‑impact OOH campaigns.

• Research and prospect new advertising clients within assigned Midwest markets
• Identify target industries for annual, seasonal, and short‑term advertising opportunities
• Develop and present customized out‑of‑home advertising campaign recommendations
• Negotiate and execute advertising contracts with a win‑win mindset
• Manage, retain, and grow an existing book of business
• Review inventory availability and deliver detailed proposals and media grids
• Build strong internal partnerships to support campaign execution
• Maintain excellent external client and agency relationships

• Experience selling advertising or media solutions (OOH experience preferred)
• Proven ability to negotiate and close deals
• Strong written and verbal communication skills
• Consultative mindset with the ability to translate client needs into actionable media plans
• Analytical and creative problem solver
• Comfortable working in a fast‑paced, deadline‑driven environment
• Highly organized with strong attention to detail
• Proficiency in Microsoft Word, Excel, and Power Point

• Chicago‑based role
• Hybrid work schedule/One
• Full‑time position

Base Salary: $95,000 – $105,000 (pay transparency compliant)

Incentives:

Competitive commission / incentive opportunity

Benefits include:

• Medical, dental, and vision coverage
• 401(k) with employer match
• HSA / FSA options
• Wellness and commuter benefits
• Additional financial and lifestyle support programs

This organization is an Equal Opportunity Employer and is committed to creating an inclusive environment where diverse perspectives are valued. Employment decisions are based on merit, performance, and business needs.