Expected to Generate Net Proceeds of $71.3 Million ATLANTA, June 24, 2020 — Cumulus Media Inc.

ATLANTA, May 21, 2020 — Cumulus Media Inc. (NASDAQ: CMLS) (“Cumulus” or the “Company”) announced today the adoption of a short-term shareholder rights plan (the “Rights Plan”) designed to protect shareholder interests and maximize value for all shareholders.

ATLANTA, May 11, 2020 — Cumulus Media Inc. (NASDAQ: CMLS) (the “Company,” “Cumulus Media,” “we,” “us,” or “our”) today announced operating results for the three months ended March 31, 2020. Mary G.

ATLANTA, Ga., April 28, 2020 — Cumulus Media Inc. (NASDAQ: CMLS) will host a conference call on Monday, May 11th at 4:30 PM ET to discuss its first quarter 2020 operating results. A press release containing a summary of these results will be issued before the call at approximately 4:00 PM ET.

Due to public health concerns regarding COVID‐19 and government‐recommended and required limits on gatherings and events, our 2020 Annual Meeting of Stockholders will be conducted exclusively online by remote communication. A virtual event will assist in protecting the health and safety of our stockholders, employees and the community.

ATLANTA, March 19, 2020 — Cumulus Media Inc. (NASDAQ: CMLS) today announced that Frank Lopez-Balboa has been appointed Executive Vice President and Chief Financial Officer, effective March 23, 2020. Lopez-Balboa, who brings over 30 years of experience in finance, business strategy, M&A and executive leadership to Cumulus, will report to Mary G.

ATLANTA, Feb. 21, 2020 — Cumulus Media Inc. (NASDAQ: CMLS) (the “Company,” “Cumulus Media,” “we,” “us,” or “our”) today announced operating results for the three months and year ended December 31, 2019.

 ATLANTA, GA — February 6, 2020: Cumulus Media Inc. (NASDAQ: CMLS) will host a conference call on Friday, February 21st at 8:30 AM ET to discuss its fourth quarter and full year 2019 operating results.

CUMULUS MEDIA Reports Operating Results for the Third Quarter 2019 ATLANTA, GA — November 11, 2019: Cumulus Media Inc. (NASDAQ: CMLS) (the “Company,” “we,” “us,” or “our”) today announced operating results for the three and nine months ended September 30, 2019.

ATLANTA, Oct. 21, 2019 — Cumulus Media Inc. (NASDAQ: CMLS) will host a conference call on Monday, November 11th at 4:30 PM ET to discuss its third quarter 2019 operating results. A press release containing a summary of these results will be issued before the call at approximately 4:00 PM ET.

Reduced Annual Interest Expense and Extended Debt Maturity to 2026 Decline in Total Debt of $275 Million Since Emerging from Chapter 11 ATLANTA, Sept. 18, 2019 — Cumulus Media Inc.

ATLANTA, Aug. 08, 2019 — Cumulus Media Inc. (NASDAQ: CMLS) (the “Company,” “we,” “us,” or “our”) today announced operating results for the three and six months ended June 30, 2019.

ATLANTA, July 26, 2019 — Cumulus Media Inc. (NASDAQ: CMLS) will host a conference call on Thursday, August 8th at 8:30 AM ET to discuss its second quarter 2019 operating results. A press release containing a summary of these results will be issued before the call at approximately 8:00 AM ET.

Announces Closing of Sale of KLOS-FM to Meruelo Media Reduces Total Debt by Approximately $250 Million Since Emerging from Chapter 11 ATLANTA, July 22, 2019 — Cumulus Media Inc.

ATLANTA, June 27, 2019 — Cumulus Media Inc. [NASDAQ: CMLS] (the “Company,” “Cumulus,” “we,” “us,” or “our”) today announced that it has entered into an agreement to sell WABC (AM) in New York City to Red Apple Media, Inc., a wholly-owned subsidiary of Red Apple Group, for $12.5 million in cash. Mary G.

ATLANTA, June 12, 2019 — Cumulus Media Inc. (NASDAQ: CMLS) (the “Company”, “Cumulus”, “we”, “us” or “our”), announced today that Cumulus Media New Holdings Inc., its indirect wholly owned subsidiary (the “Issuer”), has priced $500 million in aggregate principal amount of 6.750% senior secured first-lien notes due 2026 (the “Notes”).