0001058623-23-000010 Sample Contracts

CUMULUS MEDIA INC. NONSTATUTORY STOCK OPTION AGREEMENT
Nonstatutory Stock Option Agreement • February 23rd, 2023 • Cumulus Media Inc • Radio broadcasting stations • Delaware

THIS AGREEMENT is made this day of (the “Grant Date”),1 between Cumulus Media Inc., a Delaware corporation (the “Company”), and (the “Optionee”).

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CUMULUS MEDIA INC. CASH-BASED PERFORMANCE UNIT AGREEMENT
Cash-Based Performance Unit Agreement • February 23rd, 2023 • Cumulus Media Inc • Radio broadcasting stations • Delaware

THIS AGREEMENT (this “Agreement”) is made effective (the “Grant Date”), between Cumulus Media Inc., a Delaware corporation (the “Company”), and (the “Recipient”).

CUMULUS MEDIA INC. RESTRICTED STOCK UNIT AGREEMENT
Restricted Stock Unit Agreement • February 23rd, 2023 • Cumulus Media Inc • Radio broadcasting stations • Delaware

THIS AGREEMENT (this “Agreement”) is made effective (the “Grant Date”), between Cumulus Media Inc., a Delaware corporation (the “Company”), and name (the “Recipient”).

CUMULUS MEDIA INC. RESTRICTED STOCK UNIT AGREEMENT
Restricted Stock Unit Agreement • February 23rd, 2023 • Cumulus Media Inc • Radio broadcasting stations • Delaware

THIS AGREEMENT is made effective (the “Grant Date”),1 between Cumulus Media Inc., a Delaware corporation (the “Company”), and (the “Recipient”).

EMPLOYMENT AGREEMENT Senior Vice President – Western Region
Employment Agreement • February 23rd, 2023 • Cumulus Media Inc • Radio broadcasting stations • California

This EMPLOYMENT AGREEMENT (the “Agreement”) is made and entered into as of the 21st day of July, 2014 (the “Effective Date”), by and between Cumulus Radio Corp. (the “Company”), and David Milner (the “Employee”) (collectively the “Parties” and individually a “Party”).

SIXTH AMENDMENT TO EMPLOYMENT AGREEMENT
Employment Agreement • February 23rd, 2023 • Cumulus Media Inc • Radio broadcasting stations

This Sixth Amendment to Employment Agreement (“Sixth Amendment”) is made by and between David Milner (“Employee”) and Cumulus Media Inc. (“Company”) on this 1st day of July, 2021.

SECOND AMENDMENT TO EMPLOYMENT AGREEMENT
Employment Agreement • February 23rd, 2023 • Cumulus Media Inc • Radio broadcasting stations

This Second Amendment to Employment Agreement (“Second Amendment”) is made by and between Robert J. Walker (“Employee”) and Cumulus Media Inc. (“Company”) on this 26th day of August, 2016.

FIFTH AMENDMENT TO EMPLOYMENT AGREEMENT
Employment Agreement • February 23rd, 2023 • Cumulus Media Inc • Radio broadcasting stations

This Fifth Amendment to Employment Agreement (“Fourth Amendment”) is made by and between David Milner (“Employee”) and Cumulus Media New Holdings Inc. (“Company”), successor-in-interest to Cumulus Media Inc., on this 10 day of December, 2018.

EMPLOYMENT AGREEMENT Senior Vice President
Employment Agreement • February 23rd, 2023 • Cumulus Media Inc • Radio broadcasting stations • Georgia

This EMPLOYMENT AGREEMENT (the “Agreement”) is made and entered into as of the 1st day of January, 2015 (the “Effective Date”), by and between Cumulus Media Inc. (the “Company” or the “Employer”), and Robert J. Walker (the “Employee”) (collectively the “Parties” and individually a “Party”).

FIRST AMENDMENT TO EMPLOYMENT AGREEMENT
Employment Agreement • February 23rd, 2023 • Cumulus Media Inc • Radio broadcasting stations

This First Amendment to Employment Agreement (“First Amendment”) is made by and between Robert J. Walker (“Employee”) and Cumulus Media Inc. (“Company”) on this 19th day of February, 2016.

FOURTH AMENDMENT TO EMPLOYMENT AGREEMENT
Employment Agreement • February 23rd, 2023 • Cumulus Media Inc • Radio broadcasting stations

This Fourth Amendment to Employment Agreement (“Fourth Amendment”) is made by and between Robert J. Walker (“Employee”) and Cumulus Media Inc. (“Company”) on this 1st day of July, 2021.

THIRD AMENDMENT TO EMPLOYMENT AGREEMENT
Employment Agreement • February 23rd, 2023 • Cumulus Media Inc • Radio broadcasting stations

This Third Amendment to Employment Agreement (“Third Amendment”) is made by and between Robert J. Walker (“Employee”) and Cumulus Media Inc. (“Company”) on this 26th day of September, 2017.

FOURTH AMENDMENT TO EMPLOYMENT AGREEMENT
Employment Agreement • February 23rd, 2023 • Cumulus Media Inc • Radio broadcasting stations

This Fourth Amendment to Employment Agreement (“Fourth Amendment”) is made by and between David Milner (“Employee”) and Cumulus Media Inc. (“Company”) on this 31st day of September, 2017.

THIRD AMENDMENT TO EMPLOYMENT AGREEMENT
Employment Agreement • February 23rd, 2023 • Cumulus Media Inc • Radio broadcasting stations

This Third Amendment to Employment Agreement (“Third Amendment”) is made by and between David Milner (“Employee”) and Cumulus Media Inc. (“Company”) on this 12th day of August, 2016.

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