Second Executive Assistant to the President & Chief Operating Officer
About The Position
iHeartMedia is 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. This role reports directly to and works in close partnership with the Primary Executive Assistant, 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. The Second Executive Assistant 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.
Requirements
- 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
- Calm, adaptable, and resilient in high-pressure environments
- Comfortable 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
- Respect for others and a strong belief that others should do this in return
- Ability to perform work and resolve straightforward problems within established procedures with moderate supervision
- Understanding of when to seek guidance for unforeseen problems
- Close attention to detail, following up until issues are resolved
- Solid written and verbal communication skills
Responsibilities
- 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.
- 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.
- 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.
Benefits
- Employer sponsored medical, dental and vision with a variety of coverage options
- Company provided and supplemental life insurance
- Paid vacation and sick time
- Paid company holidays
- A Spirit day to encourage and allow our employees to more easily volunteer in their community
- A 401K plan
- Employee Assistance Program (EAP) at no cost – services include telephonic counseling sessions, consultation on legal and financial matters, emotional well-being, family and caregiving
- A range of additional voluntary programs, such as spending accounts, student loan refinancing, accident insurance and more!
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What This Job Offers
Job Type
Full-time
Career Level
Executive
Education Level
No Education Listed
