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Cumulus Media is hiring: Director, Digital Ad Operations in New York

November 3, 2026

Director, Digital Ad OperationsCumulus Media is an audio-first media company delivering premium content to a quarter billion people every month — wherever and whenever they want it. Cumulus Media engages listeners with high-quality local programming through 377 owned-and-operated radio stations across 84 markets; delivers nationally-syndicated sports, news, talk, and entertainment programming from iconic brands including the NFL, the NCAA, the Masters, US Soccer, and AP News, across more than 7,800 affiliated stations through Westwood One, a leading national audio network; and inspires listeners through the Cumulus Podcast Network, an established and influential platform for original podcasts that are smart, entertaining, and thought-provoking. Cumulus Media provides advertisers with personal connections, local impact and national reach through broadcast and on-demand digital, mobile, social, and voice-activated platforms, as well as integrated digital marketing services, powerful influencers, full-service audio solutions, industry-leading research and insights, and live event experiences.Position OverviewCumulus Media | (Atlanta) has an immediate, fully remote (US-based) opening for a full-time Director, Digital Ad Operations. This Director is responsible for leading the strategy, execution, and continuous evolution of digital advertising operations across podcasts, streaming audio, websites, and emerging digital products for the Cumulus Podcast Network; and oversees account management and ad operations team members, establishes operational standards, drives technology innovation, and ensures scalable processes that support revenue growth and exceptional client outcomes. This position reports to the Vice President, Digital Ad Operations.What Success Looks Like:Operational teams consistently meet or exceed campaign performance goals.Processes scale efficiently across all markets and digital products.Technology and automation initiatives improve revenue and efficiency.Sales and executive leadership view Ad Operations as a strategic partner.Advertisers receive a best-in-class customer experience.Key Responsibilities & QualificationsResponsibilities:Develop and execute the long-term vision, strategy, and roadmap for Digital Ad Operations for the Cumulus Podcast Network. Lead, mentor, and develop managers and senior team members across the organization.Establish department goals, KPIs, and performance metrics aligned with corporate objectives.Oversee campaign planning, trafficking, optimization, measurement, and fulfillment processes.Drive process automation and operational efficiency initiatives.Partner with Sales & other Digital Leadership to support digital revenue growth.Own strategic relationships with ad technology, streaming, podcast, and measurement platform partners.Lead platform migrations, integrations, and major ad tech initiatives.Collaborate cross-functionally with Product, Engineering, Analytics, Content, Revenue Operations, and Sales teams.Serve as the senior escalation point for critical operational and client challenges.Provide executive-level reporting and strategic recommendations.Qualifications:Bachelor's degree preferred.8+ years of progressive experience in Digital Ad Operations or related digital media functions.5+ years of leadership experience managing teams and developing leaders.Deep understanding of digital advertising ecosystems, ad serving technologies, streaming audio, podcast monetization, web publishing, and mobile applications.Experience with Adswizz, Triton Digital, Megaphone, Magellan and related platforms.Strong strategic thinking, communication, and change management skills.Pay Range USD $76,000.00 - USD $95,000.00 /Yr.What We Offer:Competitive PayFocused, responsible and collaborative work environment with the ability to ask, "what if" and try innovative solutionsMedical, Dental & Vision Insurance coverage401K with company matchPaid Vacation, Sick & Holiday time offParental leave time off benefits, life insurance, disability insurance, wellness, and an employee referral bonus programCUMULUS MEDIA is proud to be an Equal Opportunity Employer (EOE).

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Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

This is what this question poses: When do you focus and start working seriously? What are the hours you work optimally? Are you a night owl? A morning bird? Remote teams can be made up of people working on different shifts and around the world, so you won't necessarily be stuck in the 9-5 schedule if it's not for you...

2. HOW DO YOU USE THE DIFFERENT COMMUNICATION TOOLS IN DIFFERENT SITUATIONS?

When you're working on a remote team, there's no way to chat in the hallway between meetings or catch up on the latest project during an office carpool. Therefore, virtual communication will be absolutely essential to get your work done...

3. WHAT IS "WORKING REMOTE" REALLY FOR YOU?

Many people want to work remotely because of the flexibility it allows. You can work anywhere and at any time of the day...

4. WHAT DO YOU NEED IN YOUR PHYSICAL WORKSPACE TO SUCCEED IN YOUR WORK?

With this question, companies are looking to see what equipment they may need to provide you with and to verify how aware you are of what remote working could mean for you physically and logistically...

5. HOW DO YOU PROCESS INFORMATION?

Several years ago, I was working in a team to plan a big event. My supervisor made us all work as a team before the big day. One of our activities has been to find out how each of us processes information...

6. HOW DO YOU MANAGE THE CALENDAR AND THE PROGRAM? WHICH APPLICATIONS / SYSTEM DO YOU USE?

Or you may receive even more specific questions, such as: What's on your calendar? Do you plan blocks of time to do certain types of work? Do you have an open calendar that everyone can see?...

7. HOW DO YOU ORGANIZE FILES, LINKS, AND TABS ON YOUR COMPUTER?

Just like your schedule, how you track files and other information is very important. After all, everything is digital!...

8. HOW TO PRIORITIZE WORK?

The day I watched Marie Forleo's film separating the important from the urgent, my life changed. Not all remote jobs start fast, but most of them are...

9. HOW DO YOU PREPARE FOR A MEETING AND PREPARE A MEETING? WHAT DO YOU SEE HAPPENING DURING THE MEETING?

Just as communication is essential when working remotely, so is organization. Because you won't have those opportunities in the elevator or a casual conversation in the lunchroom, you should take advantage of the little time you have in a video or phone conference...

10. HOW DO YOU USE TECHNOLOGY ON A DAILY BASIS, IN YOUR WORK AND FOR YOUR PLEASURE?

This is a great question because it shows your comfort level with technology, which is very important for a remote worker because you will be working with technology over time...