Second Executive Assistant to the President & Chief Operating Officer

About this role

iHeartMedia                                                                               Current employees and contingent workers click  here to apply and search by the Job Posting Title.                                                                               The audio revolution is here – and iHeart is leading it!  iHeartMedia, the number one audio company in America , reaches 90% of Americans every month -- a monthly audience that’s twice the size of any other audio company – almost three times the size of the largest TV network – and almost 4 times the size of the largest ad-supported music streaming service.  In fact, we have: • More #1 rated markets than the next two largest radio companies combined;

• We’re the largest podcast publisher , with more monthly downloads than the second- and third-largest podcast publishers combined. Podcasting, the fastest-growing new media, today has more monthly users than streaming music services or Netflix;

• iHeart is the home of many of the country’s most popular and trusted on-air personalities and podcast influencers , who build important connections with hundreds of communities across America;

• We create and produce some of the most popular and well-known branded live music events in America, including the iHeartRadio Music Festival, the iHeartRadio Music Awards, the iHeartCountry Festival, iHeartRadio Fiesta Latina and the iHeartRadio Jingle Ball Tour;

• iHeartRadio is the #1 streaming radio digital service in America;

• Our social media footprint is 7 times larger than the next largest audio service; and

• We have the only complete audio ad technology stack in the industry for all forms of audio , from on demand to broadcast radio, digital streaming radio and podcasting, which bring data, targeting and attribution to all forms of audio at an unparalleled scale.  As a result, we’re able to combine our strong leadership position in audience reach, usage and ad tech with powerful tools and insights for our sales organizations to help them build success for their clients at a more efficient cost than any other option. 

Because we reach almost every community in America, we’re committed to providing a range of programming that reflects the diversity of the many communities we serve – and our company reflects that same kind of diversity.  Our company values stress collaboration, curiosity, welcoming dissent, accepting mistakes in the pursuit of new ideas, and respect for everyone.

Only one company in America has the #1 position in everything audio: iHeartMedia!

If you’re excited about this role but don’t feel your experience aligns perfectly with the job description, we encourage you to apply anyway.  At iHeartMedia we are dedicated to building a diverse, inclusive, and authentic workplace and are looking for teammates passionate about what we do!                                                                               What We Need: We are seeking a highly organized, proactive, and trusted Second Executive Assistant to support the President & Chief Operating Officer in a fast‑paced media and entertainment environment. Reporting directly to and working in close partnership with the Primary Executive Assistant, this role is responsible for taking ownership of defined operational, business, and personal responsibilities to ensure seamless day‑to‑day execution.

This position is ideal for an ambitious, highly capable assistant who is excited to learn, jump in wherever needed, and grow within a C‑suite support function. You will act as an extension of the Primary EA in anticipating needs, maintaining constant communication, and ensuring nothing slips through the cracks in a high‑trust, high‑volume office.                                                                               What You'll Do: Calendar & Schedule Support  • Partner with the Primary EA to manage the President & COO’s complex, high-volume calendar, ensuring smooth transitions and proper preparation across all commitments • Coordinate internal leadership meetings, cross functional check‑ins, production calls, studio briefings, and external partner meetings  • Monitor recurring meetings and ensure invites, agendas, meeting materials, and dial in details are correct and distributed  Flag upcoming deadlines, priorities, and scheduling risks early  • Maintain deep familiarity with the President & COO’s preferences, relationships, and working style   

Travel & Logistics   • Coordinate business and personal travel arrangements, including coordinating flight schedules, ground transportation, hotel accommodations, catering, and itineraries  • Prepare detailed itineraries and provide on‑the‑ground support for trips, events, and offsites  • Support on‑site meetings while traveling, including catering coordination and printed materials  • Manage logistics with privacy, discretion, and accuracy     

Business & Office Operations  • Manage and reconcile business expenses  • Maintain organized filing systems, contact lists, and documentation  • Support special projects and ad hoc initiatives as assigned  • Coordinate onsite meetings, including catering and materials 

​Availability & Flexibility  • Must be available after hours, on weekends, and on short notice as needed  • Expected to travel regularly with the President & COO  • Flexibility and responsiveness are critical to success in this role 

                                                                              What You'll Need: We’re looking for someone who is:  • Excited about the media and entertainment industry  • Ambitious and eager to jump in wherever needed  • Strong drive and growth mindset  • Exceptionally organized and detail oriented  • C alm, adaptable, and resilient in high-pressure environments  • C omfortable with ambiguity and learning as they go  • Interested in being a long-term assistant and trusted partner  • Serving as a trusted point of contact for sensitive matters ​  

Working Style & Tea

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