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Richard J. Bressler

President, Chief Operating Officer and Chief Financial Officer at iHeartMediaiHeartMedia
Executive
Board

About Richard J. Bressler

Richard J. Bressler is President, Chief Operating Officer, Chief Financial Officer, and a director of iHeartMedia (IHRT). He has served as President and CFO since July 2013 and added the COO role in February 2015; he has been a director since 2007, and is age 67 with a B.B.A. in Accounting from Adelphi University . In 2024, IHRT reported revenues of $3,855 million and noted year-over-year increases in consolidated revenue and Adjusted EBITDA; the company also executed a $4.8 billion debt exchange extending maturities by three years and targeted $150 million annual cost savings in 2025 . Over 2022–2024, pay-versus-performance disclosure shows a $100 fixed investment value falling to $12 in 2024 alongside negative net income, highlighting challenging TSR and earnings trends during this period .

Past Roles

OrganizationRoleYearsStrategic Impact
iHeartMediaPresident & CFO; COOPresident/CFO since Jul 2013; COO since Feb 2015Led capital structure transformation (~$4.8B debt exchange), digital/podcasting growth, cost savings initiatives
Clear Channel Outdoor Holdings (CCOH)CFOJul 2013–May 2019Finance leadership across outdoor segment
Thomas H. Lee PartnersManaging Directorpre-2013Private equity investing, finance expertise
Viacom, Inc.Senior EVP & CFO2001–2005Public company finance leadership
Time Warner Inc.EVP & CFO1995–1999Corporate finance, media operations
Time Warner Digital MediaChairman & CEOn/aDigital strategy leadership
EYPartnerSince 1979 (prior to Time Inc./Time Warner)Accounting expertise; audit discipline

External Roles

OrganizationRoleYearsNotes
Gartner, Inc.Director; Audit Committee ChairCurrentPublic company board; audit leadership
Mount Sinai Medical Center FoundationBoardCurrentNon-profit governance
Nielsen Holdings B.V.DirectorPriorPublic company board service
Warner Music Group Corp.DirectorPriorPublic company board service
J.P. Morgan Chase National Advisory BoardMemberPriorAdvisory role

Fixed Compensation

YearBase Salary ($)Target Bonus (%) of SalaryTarget Bonus ($)Actual Bonus Paid ($)
20241,800,000 225% 4,050,000 2,882,203
20231,800,000 225% 4,050,000 3,814,745

Notes:

  • Employment agreements (amended and restated 3/28/2022) set a minimum base salary of $1.8M effective Jan 1, 2023 and target annual bonus of 225% of salary; base may be increased at Board/Compensation Committee discretion .
  • IHRT is a smaller reporting company for 2024 executive compensation disclosures .

Performance Compensation

Annual Incentive Plan (AIP) – 2024

ComponentPeriodThresholdTargetMaximumAchievementFunding Pct
Adjusted EBITDAQ1/Q2244.5M 305.6M 382.1M 274.9M 67.2%
Adjusted EBITDAQ3/Q4454.4M 568.0M 710.0M 481.9M 50.6%
Adjusted Free Cash FlowQ1/Q2(108.8)M (90.0)M (45.0)M (75.4)M 132.6%
Adjusted Free Cash FlowQ3/Q4138.5M 277.0M 332.4M 172.8M 62.4%
Corporate Responsibility / Human Capital / Strategic ObjectivesAnnualn/an/an/aAchieved ~67% of target (average for NEOs) 67%
Payout Summary2024Target $4,050,000 71% of target $2,882,203

Notes:

  • AIP metrics and weights included Adjusted EBITDA, Adjusted FCF, and CR/Human Capital/Strategic Objectives; seasonal split across half-years for EBITDA and FCF .
  • Below-target overall payouts (71%) for third consecutive year, evidencing pay-for-performance alignment .

Long-Term Incentives (LTI) – 2024 Design and Metrics

VehicleWeightingVestingMetricsPayout Mechanics
RSUs35% 33% annually over 3 years Continued service Time-based vesting
PSUs (standard)50% of total LTI; equally split across Adjusted EBITDA and Cost Savings 100% cliff at 3rd anniversary 3-yr cumulative Adjusted EBITDA; 1-yr Cost Savings; modified by +/-25% Relative TSR vs S&P U.S. BMI Media & Entertainment Index 0–150% of target subject to achievement; TSR modifier applied
PSUs (Debt goal) – Bressler only15% (subset for Pittman/Bressler) Assess separately; vesting consistent with PSU terms Refinance/repurchase/modify substantially all 2026 debt Performance-contingent

Other LTI and governance:

  • Sign-on PSUs granted 3/28/2022 for Bressler: five-year vest, earned based on absolute annualized TSR; double-trigger vesting upon Change-in-Control with Qualifying Termination; treatment detailed for pre/post CoC terminations and retirement after June 1, 2026 .
  • 2022 PSU awards (first regular cycle) earned 15.3% of target shares upon vesting in May 2025 due to not meeting many rigorous goals .
  • A portion of 2024 LTI value was delivered as equity-based cash-settled awards to manage dilution .

Grant Valuation Inputs (2024 PSUs with TSR Modifier)

Grant DateClosing Price ($)Risk-Free RateDividend YieldVolatilityInitial TSR PerformanceFair Value per Share ($)
Feb 25, 20242.32 4.5% 0% 26.0% (12.5%) 2.64

Equity Ownership & Alignment

ItemDetail
Beneficial Ownership (as of 3/20/2025)3,997,039 Class A shares; 3.1% of outstanding 126,376,383 shares
Composition1,583,555 common shares; options for 1,909,584 shares (1,448,084 expiring 5/30/2025); 503,900 RSUs vesting by 5/19/2025
Outstanding Equity Awards (12/31/2024)RSUs: 1,120,000 shares (2/25/2024); 973,237 (5/18/2023); 108,666 (5/9/2022). PSUs: 480,000 (2/25/2024); 1,043,407 (5/18/2023); 49,715 (5/9/2022); 85,239 (3/28/2022). Options: 1,448,084 @ $19.00 exp. 5/30/2025; 461,500 @ $8.98 exp. 8/14/2030
Market Values (12/31/2024)RSU MV examples using $1.98 close: 1,120,000 → $2,217,600; 973,237 → $1,927,009
Vesting SchedulesRSUs: 33% annually over 3 years; PSUs: 100% on 3rd anniversary (2022 sign-on PSUs: 5th anniversary), subject to performance; options fully vested by 12/31/2024
Ownership GuidelinesCEO/President: 6x base salary; directors: $500k; compliance expected within 5 years; must retain 50% of net shares until compliant
Hedging/PledgingProhibited for directors/executives; pledging only with Chief Legal Officer pre-approval
Insider Trading PolicyQuarterly blackouts, pre-clearance, Rule 10b5-1 plans, prohibits derivatives and hedging

Insider selling pressure indicators:

  • Significant RSUs vesting across 2025–2026 may create periodic supply; however, as of 12/31/2024, both legacy option tranches ($19.00 and $8.98 strikes) were deeply out-of-the-money versus the $1.98 close, limiting near-term option exercise-driven selling .
  • Company prohibits hedging and largely restricts pledging, reducing forced sale risks from collateral calls .

Employment Terms

TermBressler Agreement (3/28/2022)
RolePresident, COO & CFO of iHeartMedia and subsidiary iHMMS
TermExtended through June 1, 2026; terminates unless mutually extended
Base/BonusMin base $1.8M from 1/1/2023; target annual bonus 225% of salary; annual bonus contingent on Committee-set goals
Severance (No Cause/Good Reason)Lump-sum earned prior-year bonus; 1.5x (salary + target bonus) paid over 18 months; COBRA reimbursements for 18 months; prorated current-year bonus; requires release
Death/DisabilityEarned prior-year bonus; prorated current-year bonus; COBRA reimbursements for 18 months upon release
Retirement (on/after 6/1/2026)Earned prior-year bonus; eligible prorated 2026 bonus based on performance
Equity on Change-in-ControlDouble-trigger acceleration/vesting mechanics for sign-on PSUs and regular PSUs per plan terms; detailed earned/assumed treatment
CovenantsStandard confidentiality, non-competition, non-solicitation; company indemnification
PerquisitesCar service for business use
ClawbackRecovery of excess cash and equity incentive comp upon restatement (Nasdaq-compliant)
Tax Gross-UpsNo excise tax gross-ups on CoC payments
RepricingProhibited without shareholder approval

Board Governance

  • Board service: Director since 2007; currently no committee memberships given executive status .
  • Board composition: Majority independent (6 of 8); Lead Independent Director (James A. Rasulo) presides over executive sessions .
  • Attendance: Ten Board meetings in 2024; each incumbent director attended at least 75% of Board/committee meetings; all directors attended the 2024 annual meeting .
  • Dual-role implications: Bressler’s senior executive roles plus directorship raise independence considerations; mitigated by independent majority, lead independent director, fully independent committees, and regular executive sessions .
  • Director compensation: Cash/equity retainers apply to non-employee directors; Bressler as an employee director is not listed among non-employee director compensation recipients .

Compensation Peer Group and Committee

  • 2024 peer group included AMC Networks, Audacy, Gray Television, IAC, Lions Gate, Live Nation, MSG Entertainment, Nexstar, Nielsen, Sinclair, Sirius XM, TEGNA, E.W. Scripps, Warner Music Group; IHRT was near the 50th percentile of peer size by revenue/enterprise value when approved; for 2025, Audacy removed (bankruptcy) and Gannett added; FW Cook advised .
  • Compensation Committee members: James A. Rasulo (Chair), Samuel E. Englebardt, Cheryl Mills, Kamakshi Sivaramakrishnan; emphasis on performance-based pay and governance best practices; annual say-on-pay on agenda .

Compensation Structure Analysis

  • Shift toward performance equity: 2024 equity mix increased PSUs to 65% (vs. 50% prior), RSUs at 35% for Bressler; Deputy CFO at 50/50; portion cash-settled to manage dilution .
  • AIP outcomes: Third consecutive year of below-target payouts (~71%), reflecting rigorous goals and pay-for-performance mechanics .
  • PSU outcomes: 2022 PSU cycle paid at 15.3% of target in May 2025; underscores challenging goals and stock performance linkage .
  • No repricing, hedging, pledging (without pre-approval), excise tax gross-ups; robust clawback policy .

Investment Implications

  • Alignment: High proportion of at-risk pay (87% of total direct compensation opportunity for CEO/President cohort) and multi-metric PSUs (Adjusted EBITDA, Cost Savings, TSR modifier, debt refinancing) align incentives with deleveraging, cost control, and relative shareholder value creation .
  • Retention vs. pressure: Significant scheduled RSU/PSU vesting through 2026 supports retention; deeply out-of-the-money legacy options at 12/31/2024 reduce near-term exercise/selling pressure; insider policy limits hedging/pledging risk .
  • Governance risk mitigation: Dual executive-director role is counterbalanced by independent majority, lead independent director, and independent committees with regular executive sessions .
  • Performance risk: Pay vs performance data and low PSU realization (15.3%) highlight execution risk on TSR and earnings; however, management’s 2024 debt exchange and cost savings program are directly embedded in incentive metrics, offering potential upside if achieved .
  • Contract horizon: Employment term ends June 1, 2026 unless extended; severance is double-trigger for equity and 1.5x cash over 18 months for Bressler, balancing retention with change-in-control protections .