1 Exhibit 8.01 September 30, 1999 LATHAM & WATKINS ATTORNEYS AT LAW PAUL R. WATKINS (1899 - 1973) 1001 PENNSYLVANIA AVE., N.W. DANA LATHAM (1898 - 1974) SUITE 1300 NEW YORK OFFICE WASHINGTON, D.C. 20004-2505 885 THIRD AVENUE, TELEPHONE (202) 637-2200 SUITE 1000 CHICAGO OFFICE FAX (202) 637-2201 NEW YORK, NEW YORK SEARS TOWER, SUITE 5800 10022-4802 CHICAGO, ILLINOIS 60606 __________ PHONE (212) 906-1200, PHONE (312) 876-7700, FAX 993-9767 FAX 751-4864 HONG KONG OFFICE ORANGE COUNTY OFFICE SUITE 2205A, 22ND FLOOR 650 TOWN CENTER DRIVE, NO. 9 QUEEN'S ROAD CENTRAL SUITE 2000 HONG KONG COSTA MESA, CALIFORNIA PHONE + 852-2522-7886, FAX 2522-7006 92626-1925 PHONE (714) 540-1235, LONDON OFFICE FAX 755-8290 ONE ANGEL COURT LONDON EC2R 7HJ ENGLAND SAN DIEGO OFFICE PHONE + 44-171-374 4444, FAX 374 4460 701 "B" STREET, SUITE 2100 September 30, 1999 SAN DIEGO, CALIFORNIA LOS ANGELES OFFICE 92101-8197 633 WEST FIFTH STREET, SUITE 4000 PHONE (619) 236-1234, LOS ANGELES, CALIFORNIA 90071-2007 FAX 696-7419 PHONE (213) 485-1234, FAX 891-8763 MOSCOW OFFICE SAN FRANCISCO OFFICE ULITSA GASHEKA, 7, 9th Floor 505 MONTGOMERY STREET, MOSCOW 123056, RUSSIA SUITE 1900 PHONE + 7-095 785-1234, FAX 785-1235 SAN FRANCISCO, CALIFORNIA 94111-2562 NEW JERSEY OFFICE PHONE (415) 391-0600, ONE NEWARK CENTER, 16th FLOOR FAX 395-8095 NEWARK, NEW JERSEY 07101-3174 PHONE (973) 639-1234, FAX 639-7298 SILICON VALLEY OFFICE 135 COMMONWEALTH DRIVE MENLO PARK, CALIFORNIA 94025 PHONE (650) 328-4600, FAX 463-2600 SINGAPORE OFFICE 20 CECIL STREET, SUITE 25-02 THE EXCHANGE, SINGAPORE 049705 PHONE + 65-536-1161, FAX 536-1171 TOKYO OFFICE INFINI AKASAKA, 8-7-15, AKASAKA, MINATO-KU TOKYO 107-0052, JAPAN PHONE + 813-3423-3970, FAX 3423-3971 Entercom Communications Corp. Entercom Communications Capital Trust 401 City Avenue, Suite 409 Bala Cynwyd, Pennsylvania 19004 Re: Entercom Communications Capital Trust Ladies and Gentlemen: We have acted as tax counsel to Entercom Communications Corp., a Pennsylvania corporation ("Entercom"), and Entercom Communications Capital Trust, a statutory business trust organized under the Business Trust Act of the State of Delaware (Chapter 38, Title 12 of the Delaware Code, 12 Del. C. Sec. 3801 et set.) (the "Issuer"), in connection with the issuance by the Issuer of up to 3,450,000 _% convertible preferred securities, term income deferrable equity securities (liquidation amount $50 per preferred security) (the "Securities"), representing undivided beneficial interest in the assets of the Issuer, pursuant to a registration statement on Form S-1 (File No. 333-86843) of Entercom and the Issuer filed by the Issuer and Entercom with the Securities and Exchange Commission (the "Commission") under the Securities Act of 1933, as amended (the "Securities Act"), on September 10, 1999, as amended by Amendment No. 1 filed with the Commission on September 14, 1999 and as amended by Amendment No. 2 filed with the Commission on September 30, 1999 (collectively, the "Registration Statement"). You have requested our opinion concerning the statements in the Registration Statement set forth under the caption "United States Federal Income Tax Consequences." The facts as we understand them and upon which with your permission we rely in rendering the opinion expressed herein, are set forth in the Registration Statement. In addition, we have relied, with your permission, exclusively upon the opinion of Morris, Nichols, Arsht and Tunnell, 2 LATHAM & WATKINS Entercom Communications Corp. Entercom Communications Capital Trust September 30, 1999 Page 2 Delaware counsel for Entercom and the Issuer, dated September 30, 1999, with respect to certain matters of Delaware law. In our capacity as tax counsel to Entercom and the Issuer, we have made such legal and factual examinations and inquiries, including an examination of originals or copies certified or otherwise identified to our satisfaction of such documents, corporate records and other instruments as we have deemed necessary or appropriate for purposes of this opinion. In our examination, we have assumed the authenticity of all documents submitted to us as originals, the genuineness of all signatures thereon, the legal capacity of natural persons executing such documents and the conformity to authentic original documents of all documents submitted to us as copies. We have reviewed and relied upon the Amended and Restated Declaration of Trust of the Issuer among Entercom, as sponsor, Wilmington Trust Company, as property trustee and Delaware trustee, and Joseph M. Field, David J. Field and John C. Donlevie, as administrative trustees, the Indenture (as defined in the Registration Statement) and such other documents as in our judgment were necessary or appropriate to enable us to render the opinion contained herein. We are opining herein as to the effect on the subject transaction only of the Federal income tax laws of the United States and we express no opinion with respect to the applicability thereto, or the effect thereon, of other Federal laws, the laws of any state or other jurisdiction or as to any matters of municipal law or the laws of any other location agencies within any state. Based upon such facts, assumptions and representations, it is our opinion that: (1) The Issuer will be classified for Federal income tax purposes as a grantor trust and not as an association taxable as a corporation. (2) The statements in the Registration Statement set forth under the caption "Federal Income Tax Consequences" to the extent such statements constitute matters of law, summaries of legal matters or legal conclusions, have been reviewed by us and are accurate in all material respects. No opinion is expressed as to any matter not discussed herein. This opinion is rendered to you as of the date hereof of this letter, and we undertake no obligation to update this opinion subsequent to the date hereof. This opinion is based on various statutory provisions, regulations promulgated thereunder and interpretations thereof by the Internal Revenue Service and courts having jurisdiction over such matters, all of which are subject to change either prospectively or retroactively. Also, any variation or difference in the facts, representations or assumptions recited or referred to hereinabove, could affect the conclusions stated herein. 3 LATHAM & WATKINS Entercom Communications Corp. Entercom Communications Capital Trust September 30, 1999 Page 3 This opinion is furnished to you, and is for your use in connection with the transactions set forth in the Registration Statement. This opinion may not be relied upon by you for any other purposes, or furnished to, quoted to, or relied upon by any other person, firm or corporation, for any purpose, without our prior written consent. We hereby consent to the filing of this opinion as an exhibit to the Registration Statement and to the use of our name under the caption "Legal Matters" in the Registration Statement. Very truly yours, Latham & Watkins