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iHeartMedia Extends Bob Pittman & Rich Bressler’s Leadership Terms

Lance Ventaby Lance Venta
September 2, 2025

iHeartMediaiHeartMedia has entered into employment agreement extensions with Chairman/CEO Bob Pittman and President/COO/CFO Rich Bressler.

The duo’s contracts were set to expired in 2026 with the new agreements extending their terms until December 31, 2029. As part of the new deals, any outstanding equity awards granted at least six months prior to a qualifying retirement termination will remain outstanding and eligible to vest in accordance with the original vesting schedule (and, for performance-based awards, based on actual performance), and Bressler’s severance multiplier rises from 1.5 to 2x to “align his severance payments and benefits (upon a qualifying termination of employment) with Mr. Pittman’s existing severance payments and benefits.”

Pittman joined then Clear Channel as Chairman of Media and Entertainment Platforms in 2010 and rose to Chairman/CEO of the company in 2013 overseeing its rebrand to iHeartMedia in 2014. Pittman has also served as CEO of MTV Networks, AOL Networks, Six Flags, Quantum Media, Century 21 Real Estate, and Time Warner Enterprises as well as COO of AOL and AOL Time Warner, and founding member of the New York-based Pilot Group investment firm.

Bressler has served in his role alongside Pittman since January 2013 after previously working as a Managing Director at Thomas H. Lee Partners. Bressler has also held roles as Senior EVP/CFO of Viacom, Chairman/CEO of Time Warner Digital Media, EVP/CFO of Time Warner Inc, and a partner in the accounting firm of Ernst & Young LLP.

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Lance Venta

Lance Venta

Lance Venta is the founder and publisher of RadioInsight.com. Lance has been covering the radio industry since founding the first radio industry discussion forums in the mid 1990s. He also advises and builds content strategies and web platforms for stations and programs across America.

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iHeartMedia Extends Bob Pittman & Rich Bressler’s Leadership Terms

Lance Ventaby Lance Venta
September 2, 2025

iHeartMediaiHeartMedia has entered into employment agreement extensions with Chairman/CEO Bob Pittman and President/COO/CFO Rich Bressler.

The duo’s contracts were set to expired in 2026 with the new agreements extending their terms until December 31, 2029. As part of the new deals, any outstanding equity awards granted at least six months prior to a qualifying retirement termination will remain outstanding and eligible to vest in accordance with the original vesting schedule (and, for performance-based awards, based on actual performance), and Bressler’s severance multiplier rises from 1.5 to 2x to “align his severance payments and benefits (upon a qualifying termination of employment) with Mr. Pittman’s existing severance payments and benefits.”

Pittman joined then Clear Channel as Chairman of Media and Entertainment Platforms in 2010 and rose to Chairman/CEO of the company in 2013 overseeing its rebrand to iHeartMedia in 2014. Pittman has also served as CEO of MTV Networks, AOL Networks, Six Flags, Quantum Media, Century 21 Real Estate, and Time Warner Enterprises as well as COO of AOL and AOL Time Warner, and founding member of the New York-based Pilot Group investment firm.

Bressler has served in his role alongside Pittman since January 2013 after previously working as a Managing Director at Thomas H. Lee Partners. Bressler has also held roles as Senior EVP/CFO of Viacom, Chairman/CEO of Time Warner Digital Media, EVP/CFO of Time Warner Inc, and a partner in the accounting firm of Ernst & Young LLP.

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  • Share on WhatsApp (Opens in new window) WhatsApp
Lance Venta

Lance Venta

Lance Venta is the founder and publisher of RadioInsight.com. Lance has been covering the radio industry since founding the first radio industry discussion forums in the mid 1990s. He also advises and builds content strategies and web platforms for stations and programs across America.

Log In

Join Now | Lost Password?

Comments

Leave a ReplyCancel reply

Recent Headlines

FCC Seal 2020 Federal Communications Commission

FCC Report 6/14: Pair Of Texas FMs Face Cancellation Over Unpaid Regulatory Fees

June 14, 2026
100.7 The Bay WZBA Baltimore

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June 12, 2026
710 KCMO 95.7 KCHZ Kansas City

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Live 101.5 KALV-FM Phoenix

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June 12, 2026
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June 12, 2026
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Martha Zoller To Retire From WDUN

June 11, 2026
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