Career Opportunities with Cumulus Media

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Careers At Cumulus Media
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CUMULUS MEDIA (NASDAQ: CMLS) is a leading audio-first media and entertainment company delivering premium content to over a quarter billion consumers every month — wherever and whenever they want it. CUMULUS MEDIA engages listeners with high-quality local programming through 428 owned-and-operated stations across 87 markets; delivers nationally-syndicated sports, news, talk, and entertainment programming from iconic brands including the NFL, the NCAA, the Masters, the Olympics, the GRAMMYs, the American Country Music Awards, and many other world-class partners across nearly 8,000 affiliated stations through Westwood One, the largest audio network in America; and offers listeners a dynamic network of popular podcasts that define culture with original content and commentary on today’s world. CUMULUS MEDIA provides advertisers with local impact and national reach through on-air, digital, mobile, and voice-activated media solutions, as well as access to integrated digital marketing services, powerful influencers, and live event experiences. CUMULUS MEDIA is the only audio media company to provide marketers with local and national advertising performance guarantees. For more information visit

Sales Trainee

Department: Sales
Location: Chicago, IL

CUMULUS MEDIA – (Chicago) is seeking a talented and dynamic Media Sales Trainee who is looking to learn and grow into a full-time Account Executive role.  We are looking for an individual that is passionate, motivated, goal-oriented and highly competitive.  We hire driven, resourceful, organized problem solvers who have great communication skills and the ability to cultivate professional relationships. In return, we offer a unique career opportunity:  one where you are given a challenging mission, world-class tools to help you succeed, and the chance to realize your full potential as a sales professional. 

Who We Are: 

Cumulus/Chicago currently features three heritage stations in the market along with top digital assets.  Our stations include: WKQX FM Alternative Rock, WLS FM Classic Hits and WLS AM News/Talk.  We share the attitude of work together/win together.  We innovative, trust and laugh every day.  We are a TEAM!

Key Responsibilities:

  • Learn how to become successful in media sales by completing a rigorous 12-month training program that will potentially culminate with an Account Executive role
  • Report directly to our Director of Training and Development during the training period
  • Shadow Senior Account Executives in an effort to learn and develop your skill set in direct client meetings.
  • Become an expert in identifying client business needs by gaining a deep understanding of their goals, objectives and processes as well as their external environment including key market and consumer trends to proactively develop customized advertising solutions to meet client objectives
  • Create effective multi-platform, integrated sales presentations (broadcast, digital, events); learn the art of negotiation and closing
  • Beyond our broadcast products, build strong familiarity and become fully-versed in selling both Cumulus’ station digital assets (e.g. streaming, stations website and social advertising) and digital audience extension products to deliver a complete marketing solution to advertisers
  • Learn to excel at prospecting and to aggressively seek new clientele by networking, cold calling, canvassing, referrals or other means to develop a full pipeline of sales prospects
  • Follow all station and corporate procedures for preparing orders, resolving billing issues, submitting regular reports regarding sales, pipeline lists, forecasts and competitive analysis
  • Stay abreast of the competitive landscape and emerging technologies to best position Cumulus in the marketplace
  • Think creatively and generate original ideas


  • Strong desire to listen and learn the role and skill set of a media salesperson
  • Proficient in Microsoft Office suite, social networking platforms and CRM tools
  • Excellent communication and presentation skills
  • Must be tenacious, self-motivated, and have an unyielding desire to achieve sales goals
  • Positive attitude with the willingness to get beyond comfort zone to grow professionally
  • High energy and passion for the job
  • Flexible and creative
  • Digitally savvy 
  • While this is a training position, a Media Sales background or internship experience is preferred
  • Bachelor's Degree in Business, Marketing or related field is preferred

What we offer:

  • Starting salary that will transition to a progressive compensation plan (commission), leading to uncapped earning potential
  • Focused, responsible and collaborative work environment with the ability, to ask “what if” and try innovative solutions
  • Medical, Dental & Vision Insurance coverage
  • 401K with company match to plan for the long-term
  • Paid Vacation & Holidays

For immediate consideration, please visit

For more information about Cumulus Media, Inc., visit our website at:

Cumulus Media, Inc. is proud to be an Equal Opportunity Employer (EOE).


Cumulus is an Equal Opportunity Employer (EEO)

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