PITTMAN ROBERT W

SEC source: 0000899243-23-007114 · doc4.xml · nonDerivative · entry 1

PITTMAN ROBERT W · CIK 0001128482 · Director · Chairman and CEO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,883,295

F1 · price: The price reported in Column 4 is a weighted average price. These shares were purchased in multiple transactions at prices ranging from $5.30 to $5.74, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares purchased at each separate price within the ranges set forth in this footnote.

SEC source: 0000899243-22-035514 · doc4.xml · nonDerivative · entry 1

PITTMAN ROBERT W · CIK 0001128482 · Director · Chairman and CEO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,788,777

F1 · price: The price reported in Column 4 is a weighted average price. These shares were purchased in multiple transactions at prices ranging from $7.13 to $7.52, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares purchased at each separate price within the ranges set forth in this footnote.

SEC source: 0000899243-22-028294 · doc4.xml · nonDerivative · entry 1

PITTMAN ROBERT W · CIK 0001128482 · Director · Chairman and CEO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,774,633

F1 · price: The price reported in Column 4 is a weighted average price. These shares were purchased in multiple transactions at prices ranging from $9.255 to $9.34, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares purchased at each separate price within the range set forth in this footnote.

SEC source: 0000899243-22-017468 · doc4.xml · nonDerivative · entry 2

PITTMAN ROBERT W · CIK 0001128482 · Director · CEO and Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,394,523

F2 · price: The price reported in Column 4 is a weighted average price. These shares were purchased in multiple transactions at prices ranging from $13.12 to $13.36, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares purchased at each separate price within the ranges set forth in this footnote.

SEC source: 0000899243-22-017468 · doc4.xml · nonDerivative · entry 1

PITTMAN ROBERT W · CIK 0001128482 · Director · CEO and Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,384,789

F1 · price: The price reported in Column 4 is a weighted average price. These shares were purchased in multiple transactions at prices ranging from $12.12 to $13.105, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares purchased at each separate price within the ranges set forth in this footnote.

SEC source: 0000899243-22-017644 · doc4.xml · nonDerivative · entry 1

PITTMAN ROBERT W · CIK 0001128482 · Director · CHAIRMAN AND CEO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,720,521

F1 · shares: Represents restricted stock units ("RSUs"). Each RSU represents a contingent right to receive one share of Class A Common Stock. The RSUs shall vest as to one-third of the total RSUs granted on each of the first three anniversaries of May 9, 2022.

SEC source: 0000899243-22-012839 · doc4.xml · nonDerivative · entry 1

PITTMAN ROBERT W · CIK 0001128482 · Director · CHAIRMAN AND CEO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,353,778

F1 · shares: Represents performance-vesting restricted stock units ("PSUs"). Each PSU represents a contingent right to receive one share of Class A Common Stock. The PSUs will vest upon the achievement of certain absolute total shareholder return goals calculated over a five-year performance period.

SEC source: 0000899243-22-007072 · doc4.xml · nonDerivative · entry 1

PITTMAN ROBERT W · CIK 0001128482 · Director · CEO and Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 892,130

F1 · shares: Represents the satisfaction of performance criteria and vesting of an award of performance stock units.

SEC source: 0000899243-21-043642 · doc4.xml · nonDerivative · entry 1

PITTMAN ROBERT W · CIK 0001128482 · Director · CEO and Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 643,630

F1 · price: The price reported in Column 4 is a weighted average price. These shares were purchased in multiple transactions at prices ranging from $20.52 to $21.03, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares purchased at each separate price within the ranges set forth in this footnote.

SEC source: 0000899243-21-032339 · doc4.xml · nonDerivative · entry 1

PITTMAN ROBERT W · CIK 0001128482 · Director · CEO and Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 619,480

F1 · price: The price reported in Column 4 is a weighted average price. These shares were purchased in multiple transactions at prices ranging from $20.72 to $21.61, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares purchased at each separate price within the ranges set forth in this footnote.

SEC source: 0000899243-21-009444 · doc4.xml · nonDerivative · entry 2

PITTMAN ROBERT W · CIK 0001128482 · Director · CEO and Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 571,496

SEC source: 0000899243-20-031647 · doc4.xml · nonDerivative · entry 1

PITTMAN ROBERT W · CIK 0001128482 · Director · CEO and Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 558,381

F1 · price: The price reported in Column 4 is a weighted average price. These shares were purchased in multiple transactions at prices ranging from $10.08 to $10.1496, inclusive. The Reporting Person undertakes to provide to iHeartMedia, Inc. (the "Issuer"), any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares purchased at each separate price within the ranges set forth in this footnote.

SEC source: 0000899243-20-022757 · doc4.xml · derivative · entry 1

PITTMAN ROBERT W · CIK 0001128482 · Director · CHAIRMAN AND CEO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 461,500

Underlying: Class A Common Stock · 461,500 shares

Expires 2030-08-14

F1 · derivative.exercise_date: The option vests in four equal installments on each of the first four anniversaries of the grant date, subject to the Reporting Person's continued employment with iHeartMedia, Inc. through each such vesting date.

SEC source: 0001104659-20-031483 · a4.xml · nonDerivative · entry 1

PITTMAN ROBERT W · CIK 0001128482 · Director · CEO and Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 538,381

F1 · price: The price reported in Column 4 is a weighted average price. These shares were purchased in multiple transactions at prices ranging from $10.845 to $10.849, inclusive. The Reporting Person undertakes to provide to iHeartMedia, Inc. (the "Issuer"), any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares purchased at each separate price within the ranges set forth in this footnote.

SEC source: 0001104659-19-046824 · a4.xml · nonDerivative · entry 1

PITTMAN ROBERT W · CIK 0001128482 · Director · CEO and Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 533,781

SEC source: 0000899243-19-015432 · doc4.xml · derivative · entry 2

PITTMAN ROBERT W · CIK 0001128482 · Director · See Remarks

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,448,084

Underlying: Class A Common Stock · 1,448,084 shares

Expires 2025-05-30

F2 · derivative.exercise_date: 20% of the Options shall vest on the earlier to occur of (A) one hundred and eighty (180) days after the pricing of an underwritten public offering of the Common Stock that occurs following May 1, 2019 and (B) two (2) business days after the first day that the Common Stock becomes listed on a nationally recognized securities exchange through a direct listing that does not occur in conjunction with an underwritten public offering and an additional 20% of the Options shall vest on each of the first four (4) anniversaries of the date of grant.

SEC source: 0000899243-19-015432 · doc4.xml · nonDerivative · entry 1

PITTMAN ROBERT W · CIK 0001128482 · Director · See Remarks

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 513,781

F1 · kind: The reported item represents an award of restricted stock, of which (i) 20% of which shall vest on the earlier to occur of (A) one hundred and eighty (180) days after the pricing of an underwritten public offering of the Class A Common Stock, par value $0.001 ("Common Stock") that occurs following May 1, 2019 and (B) two (2) business days after the first day that the Common Stock becomes listed on a nationally recognized securities exchange through a direct listing that does not occur in conjunction with an underwritten public offering and (ii) an additional 20% of which shall vest on each of the first four (4) anniversaries of the date of grant. The Reporting Person received the restricted stock award under the 2019 Incentive Equity Plan of iHeartMedia, Inc.

SEC source: 0000899243-19-011843 · doc4.xml · nonDerivative · entry 1

PITTMAN ROBERT W · CIK 0001128482 · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 0

F1 · security: Disposed of pursuant to the merger agreement between Clear Channel Outdoor Holdings, Inc. and Clear Channel Holdings, Inc. (n/k/a Clear Channel Outdoor Holdings, Inc.) ("New CCOH") in exchange for 356,936 shares of common stock of New CCOH.

F1 · price: Disposed of pursuant to the merger agreement between Clear Channel Outdoor Holdings, Inc. and Clear Channel Holdings, Inc. (n/k/a Clear Channel Outdoor Holdings, Inc.) ("New CCOH") in exchange for 356,936 shares of common stock of New CCOH.

SEC source: 0000899243-19-012090 · doc4.xml · derivative · entry 4

PITTMAN ROBERT W · CIK 0001128482 · Director · See Remarks

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 0

Underlying: Class A Common Stock · 630,000 shares

Expires 2021-10-02

F1 · price: On March 14, 2018, iHeartMedia, Inc. (the "Issuer") and certain of its direct and indirect domestic subsidiaries (collectively, the "Debtors") filed voluntary petitions in the United States Bankruptcy Court for the Southern District of Texas, Houston Division (the "Bankruptcy Court") seeking relief under the provisions of Chapter 11 of Title 11 of the United States Bankruptcy Code. On January 22, 2019, the Bankruptcy Court entered an order confirming the Debtors' Modified Fifth Amended Joint Chapter 11 Plan of Reorganization (as amended, modified or supplemented from time to time, the "Plan"), and on May 1, 2019 (the "Effective Date"), the Plan became effective pursuant to its terms and the Debtors emerged from bankruptcy.

F2 · price: On the Effective Date, all outstanding shares of the Issuer's capital stock, including the Class A common stock, par value $0.001 per share ("Old Class A Common Stock"), and all equity awards with respect to Old Class A Common Stock, were cancelled and extinguished pursuant to the Plan.

F5 · derivative.exercise_date: This option was vested and exercisable..

SEC source: 0000899243-19-012090 · doc4.xml · nonDerivative · entry 3

PITTMAN ROBERT W · CIK 0001128482 · Director · See Remarks

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 31,086

F1 · kind: On March 14, 2018, iHeartMedia, Inc. (the "Issuer") and certain of its direct and indirect domestic subsidiaries (collectively, the "Debtors") filed voluntary petitions in the United States Bankruptcy Court for the Southern District of Texas, Houston Division (the "Bankruptcy Court") seeking relief under the provisions of Chapter 11 of Title 11 of the United States Bankruptcy Code. On January 22, 2019, the Bankruptcy Court entered an order confirming the Debtors' Modified Fifth Amended Joint Chapter 11 Plan of Reorganization (as amended, modified or supplemented from time to time, the "Plan"), and on May 1, 2019 (the "Effective Date"), the Plan became effective pursuant to its terms and the Debtors emerged from bankruptcy.

F4 · kind: New shares of the Issuer's Class A common stock, par value $0.001 per share (the "New Class A Common Stock") were issued to the Reporting Person on the Effective Date pursuant to the Plan. The receipt of the New Class A Common Stock by the Reporting Person was involuntary, without additional consideration and in accordance with the Plan approved by the Bankruptcy Court.

F1 · price: On March 14, 2018, iHeartMedia, Inc. (the "Issuer") and certain of its direct and indirect domestic subsidiaries (collectively, the "Debtors") filed voluntary petitions in the United States Bankruptcy Court for the Southern District of Texas, Houston Division (the "Bankruptcy Court") seeking relief under the provisions of Chapter 11 of Title 11 of the United States Bankruptcy Code. On January 22, 2019, the Bankruptcy Court entered an order confirming the Debtors' Modified Fifth Amended Joint Chapter 11 Plan of Reorganization (as amended, modified or supplemented from time to time, the "Plan"), and on May 1, 2019 (the "Effective Date"), the Plan became effective pursuant to its terms and the Debtors emerged from bankruptcy.

F4 · price: New shares of the Issuer's Class A common stock, par value $0.001 per share (the "New Class A Common Stock") were issued to the Reporting Person on the Effective Date pursuant to the Plan. The receipt of the New Class A Common Stock by the Reporting Person was involuntary, without additional consideration and in accordance with the Plan approved by the Bankruptcy Court.

SEC source: 0000899243-19-012090 · doc4.xml · nonDerivative · entry 2

PITTMAN ROBERT W · CIK 0001128482 · Director · See Remarks

10b5-1 filing: Not disclosed

Ownership: Indirect · Pittman CC, LLC

Disclosed balance after: 0

F1 · kind: On March 14, 2018, iHeartMedia, Inc. (the "Issuer") and certain of its direct and indirect domestic subsidiaries (collectively, the "Debtors") filed voluntary petitions in the United States Bankruptcy Court for the Southern District of Texas, Houston Division (the "Bankruptcy Court") seeking relief under the provisions of Chapter 11 of Title 11 of the United States Bankruptcy Code. On January 22, 2019, the Bankruptcy Court entered an order confirming the Debtors' Modified Fifth Amended Joint Chapter 11 Plan of Reorganization (as amended, modified or supplemented from time to time, the "Plan"), and on May 1, 2019 (the "Effective Date"), the Plan became effective pursuant to its terms and the Debtors emerged from bankruptcy.

F2 · kind: On the Effective Date, all outstanding shares of the Issuer's capital stock, including the Class A common stock, par value $0.001 per share ("Old Class A Common Stock"), and all equity awards with respect to Old Class A Common Stock, were cancelled and extinguished pursuant to the Plan.

F1 · price: On March 14, 2018, iHeartMedia, Inc. (the "Issuer") and certain of its direct and indirect domestic subsidiaries (collectively, the "Debtors") filed voluntary petitions in the United States Bankruptcy Court for the Southern District of Texas, Houston Division (the "Bankruptcy Court") seeking relief under the provisions of Chapter 11 of Title 11 of the United States Bankruptcy Code. On January 22, 2019, the Bankruptcy Court entered an order confirming the Debtors' Modified Fifth Amended Joint Chapter 11 Plan of Reorganization (as amended, modified or supplemented from time to time, the "Plan"), and on May 1, 2019 (the "Effective Date"), the Plan became effective pursuant to its terms and the Debtors emerged from bankruptcy.

F2 · price: On the Effective Date, all outstanding shares of the Issuer's capital stock, including the Class A common stock, par value $0.001 per share ("Old Class A Common Stock"), and all equity awards with respect to Old Class A Common Stock, were cancelled and extinguished pursuant to the Plan.

F3 · ownership.nature: The reported item represents shares of Class A Common Stock beneficially owned by Pittman CC, LLC, a limited liability company controlled by the Reporting Person. The Reporting Person disclaims beneficial ownership of such shares except to the extent of his pecuniary interest therein.

SEC source: 0000899243-19-012090 · doc4.xml · nonDerivative · entry 1

PITTMAN ROBERT W · CIK 0001128482 · Director · See Remarks

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 0

F1 · kind: On March 14, 2018, iHeartMedia, Inc. (the "Issuer") and certain of its direct and indirect domestic subsidiaries (collectively, the "Debtors") filed voluntary petitions in the United States Bankruptcy Court for the Southern District of Texas, Houston Division (the "Bankruptcy Court") seeking relief under the provisions of Chapter 11 of Title 11 of the United States Bankruptcy Code. On January 22, 2019, the Bankruptcy Court entered an order confirming the Debtors' Modified Fifth Amended Joint Chapter 11 Plan of Reorganization (as amended, modified or supplemented from time to time, the "Plan"), and on May 1, 2019 (the "Effective Date"), the Plan became effective pursuant to its terms and the Debtors emerged from bankruptcy.

F2 · kind: On the Effective Date, all outstanding shares of the Issuer's capital stock, including the Class A common stock, par value $0.001 per share ("Old Class A Common Stock"), and all equity awards with respect to Old Class A Common Stock, were cancelled and extinguished pursuant to the Plan.

F1 · price: On March 14, 2018, iHeartMedia, Inc. (the "Issuer") and certain of its direct and indirect domestic subsidiaries (collectively, the "Debtors") filed voluntary petitions in the United States Bankruptcy Court for the Southern District of Texas, Houston Division (the "Bankruptcy Court") seeking relief under the provisions of Chapter 11 of Title 11 of the United States Bankruptcy Code. On January 22, 2019, the Bankruptcy Court entered an order confirming the Debtors' Modified Fifth Amended Joint Chapter 11 Plan of Reorganization (as amended, modified or supplemented from time to time, the "Plan"), and on May 1, 2019 (the "Effective Date"), the Plan became effective pursuant to its terms and the Debtors emerged from bankruptcy.

F2 · price: On the Effective Date, all outstanding shares of the Issuer's capital stock, including the Class A common stock, par value $0.001 per share ("Old Class A Common Stock"), and all equity awards with respect to Old Class A Common Stock, were cancelled and extinguished pursuant to the Plan.

SEC source: 0000899243-21-009444 · doc4.xml · nonDerivative · entry 1

PITTMAN ROBERT W · CIK 0001128482 · Director · CEO and Director

10b5-1 filing: Not disclosed

Ownership: Indirect · By Pittman CC, LLC

Disclosed balance after: 21,732

F1 · kind: On March 14, 2018, iHeartMedia, Inc. (the "Issuer") and certain of its direct and indirect domestic subsidiaries (collectively, the "Debtors") filed voluntary petitions in the United States Bankruptcy Court for the Southern District of Texas, Houston Division (the "Bankruptcy Court") seeking relief under the provisions of Chapter 11 of Title 11 of the United States Bankruptcy Code. On January 22, 2019, the Bankruptcy Court entered an order confirming the Debtors' Modified Fifth Amended Joint Chapter 11 Plan of Reorganization (as amended, modified or supplemented from time to time, the "Plan"), and on May 1, 2019 (the "Effective Date"), the Plan became effective pursuant to its terms and the Debtors emerged from bankruptcy.

F2 · kind: (Continued from footnote 1) On the Effective Date, 706,215 shares of the Issuer's former Class A common stock owned by Pittman CC, LLC, a limited liability company controlled by the Reporting Person, were cancelled and extinguished, as disclosed on the Reporting Person's Form 4 filed on May 3, 2019, and 21,732 new shares of the Issuer's current Class A common stock, par value $0.001 per share were issued to Pitman CC, LLC on the Effective Date pursuant to the Plan. The receipt of the Class A common stock by Pitman CC, LLC was involuntary, without additional consideration and in accordance with the Plan approved by the Bankruptcy Court.

F1 · price: On March 14, 2018, iHeartMedia, Inc. (the "Issuer") and certain of its direct and indirect domestic subsidiaries (collectively, the "Debtors") filed voluntary petitions in the United States Bankruptcy Court for the Southern District of Texas, Houston Division (the "Bankruptcy Court") seeking relief under the provisions of Chapter 11 of Title 11 of the United States Bankruptcy Code. On January 22, 2019, the Bankruptcy Court entered an order confirming the Debtors' Modified Fifth Amended Joint Chapter 11 Plan of Reorganization (as amended, modified or supplemented from time to time, the "Plan"), and on May 1, 2019 (the "Effective Date"), the Plan became effective pursuant to its terms and the Debtors emerged from bankruptcy.

F2 · price: (Continued from footnote 1) On the Effective Date, 706,215 shares of the Issuer's former Class A common stock owned by Pittman CC, LLC, a limited liability company controlled by the Reporting Person, were cancelled and extinguished, as disclosed on the Reporting Person's Form 4 filed on May 3, 2019, and 21,732 new shares of the Issuer's current Class A common stock, par value $0.001 per share were issued to Pitman CC, LLC on the Effective Date pursuant to the Plan. The receipt of the Class A common stock by Pitman CC, LLC was involuntary, without additional consideration and in accordance with the Plan approved by the Bankruptcy Court.

F3 · ownership.nature: The reported item represents shares of Class A Common Stock beneficially owned by Pittman CC, LLC, a limited liability company controlled by the Reporting Person. The Reporting Person disclaims beneficial ownership of such shares except to the extent of his pecuniary interest therein.

SEC source: 0001400891-16-000088 · wf-form4a_147925345472534.xml · nonDerivative · entry 2

PITTMAN ROBERT W · CIK 0001128482 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 550,400

F1 · kind: The reported transaction was made pursuant to a Rule 10b5-1 plan adopted on March 11, 2015.

SEC source: 0001400891-16-000088 · wf-form4a_147925345472534.xml · nonDerivative · entry 1

PITTMAN ROBERT W · CIK 0001128482 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 550,200

F1 · kind: The reported transaction was made pursuant to a Rule 10b5-1 plan adopted on March 11, 2015.