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”).

ATLANTA, June 11, 2019 — Cumulus Media Inc.

Company Announces $115 Million Term Loan Prepayment Net Leverage Declines to 4.8x from 5.8x ATLANTA, June 05, 2019 — Cumulus Media Inc. [NASDAQ: CMLS] (the “Company,” “Cumulus,” “we,” “us,” or “our”) today announced that it has made a voluntary prepayment of $115 million on its first lien senior secured term loan.

Q1 Net Revenue Growth of 1.4% and Adjusted EBITDA Growth of 3.8% ATLANTA, May 09, 2019 — Cumulus Media Inc. (NASDAQ: CMLS) (the “Company,” “we,” “us,” or “our”) today announced operating results for the three months ended March 31, 2019.

ATLANTA, April 25, 2019 — Cumulus Media Inc. (NASDAQ: CMLS) will host a conference call on Thursday, May 9th at 4:30 PM EDT to discuss its first quarter 2019 operating results. A press release containing a summary of these results will be issued before the call at approximately 4:00 PM EDT.

Announces Agreement to Sell KLOS-FM to Meruelo Media for $43 million Enters into Swap Agreement with Connoisseur Media to Acquire Four Stations in Allentown, PA ATLANTA, Ga., April 15, 2019 — Cumulus Media Inc.

Reports Q4 Net Revenue Growth of 5.2% and Adjusted EBITDA Growth of 31.6% Reports Full Year Revenue Growth of 0.4% and Adjusted EBITDA Growth of 7.6% ATLANTA, March 18, 2019 — Cumulus Media Inc.

Expects to Report Q4 Net Revenue Growth of +5% and Adjusted EBITDA Growth of +30% (1)   Expects to Report Full Year Adjusted EBITDA Growth of +7% (1)  Announces Conference Call to Discuss Results on March 18th  ATLANTA, Feb. 25, 2019 — Cumulus Media Inc.

Selling Six Stations to Educational Media Foundation for $103.5 Million;Net Proceeds to Pay Down Debt and Reinvest in Growth Opportunities Swapping Three Stations with Entercom Communications Corp.;Lifting Cumulus to the Leading Position in Indianapolis Market ATLANTA, Feb. 13, 2019 — Cumulus Media Inc.

ATLANTA, Nov. 05, 2018 — Cumulus Media Inc. (NASDAQ: CMLS) will host a conference call on Tuesday, November 13th at 4:30 PM EST to discuss its third quarter 2018 operating results. A press release containing a summary of these results will be issued before the call at approximately 4:00 PM EST.

ATLANTA, Oct. 11, 2018 — Cumulus Media Inc. (NASDAQ: CMLS) (the “Company”) announced today that it has completed a discounted prepayment of a portion of its $1.3 billion senior secured term loan facility due May 2022 (the “Facility”).

ATLANTA, GA — August 20, 2018: Cumulus Media Inc. (NASDAQ: CMLS) (the “Company,” “we,” “us,” or “our”) today announced operating results for the three and six months ended June 30, 2018.

ATLANTA, Aug. 14, 2018 — Cumulus Media Inc. (NASDAQ: CMLS) will host a conference call on Monday, August 20th at 4:30 PM EDT to discuss its second quarter 2018 operating results. A press release containing a summary of these results will be issued before the call at approximately 4:00 PM EDT.

ATLANTA, July 27, 2018 — Cumulus Media Inc.