BEFORE THE U.S. DEPARTMENT OF TRANSPORTATION OFFICE OF THE SECRETARY WASHINGTON, D.C.

Application of

CITY WINGS, INC.

for authority to conduct scheduled passenger operations as a commuter air carrier under 49 U.S.C. § 41738 Docket DOT-OST-2010-0263

SUPPLEMENT NO. 5 TO APPLICATION OF CITY WINGS, INC.

Communications with respect to this document should be sent to:

Don Lewis President 8248 Plantation Manor #78 St. Thomas, V.I. 00802 Tel: 340-714-3000 Fax: 340-714-3008 rivhotel@earthlink.net Jason E. Maddux Garofalo Goerlich Hainbach PC 1200 New Hampshire Ave., N.W. Suite 800 Washington, D.C. 20036 Tel: (202) 776-3970 Fax: (202) 776-3975 jmaddux@ggh-airlaw.com

Counsel for City Wings, Inc.

December 21, 20111 BEFORE THE U.S. DEPARTMENT OF TRANSPORTATION OFFICE OF THE SECRETARY WASHINGTON, D.C.

Application of

CITY WINGS, INC.

for authority to conduct scheduled passenger operations as a commuter air carrier under 49 U.S.C. § 41738 Docket DOT-OST-2010-0263

SUPPLEMENT NO. 5 TO APPLICATION OF CITY WINGS, INC.

In response to the Department's Information Request dated December 12, 2011, City

Wings, Inc. ("City Wings") hereby submits the following information and attached

documentation in support of its application:

1. Attached as Exhibit A are responses to the Department’s information requests.

2. Last week, Mr. Kembert Mason, City Wings’ Chief Pilot, resigned. Fortunately,

City Wings was able to bring onboard Mr. David Peltier, who was approved by FAA as City

Wings’ new Chief Pilot on December 20, 2011. Attached as Exhibit B is Mr. Peltier’s resume.

Also included in Exhibit B is a statement attesting that Mr. Peltier is a U.S. citizen.

3. Attached as Exhibit C is the certification required by the Department’s

regulations.Replies to Information Requests of City Wings

1. As an initial point and as stated in Supplement No. 3 of October 18, 2011, any discrepancy must be attributed to imperfect memory recall. Mr. Don Lewis has had a long and varied business carrier and does not have written records of some of these matters, which date back decades. Specifically regarding the cited NTSB case, as stated in Supplement No. 3 of October 18, 2011, Mr. Lewis never held an ownership interest in Kingfisher Air Service, was never an officer or director of Kingfisher, and was never an employee of Kingfisher. Mr. Lewis owned Sea Jet, which licensed the “Sea Jet” trade name, and leased an aircraft to, Kingfisher. Mr. Lewis now recalls that Sea Jet was not the corporate name but a trade name of Lewis Airlines, Inc. And as stated previously, Mr. Lewis was the owner, president and operating manager of this entity. While Mr. Lewis recalls testifying at the cited NTSB hearing, he does not recall what lead the Administrative Law Judge to state that Mr. Lewis owned or held an officership in Kingfisher. Lewis Airlines, Inc. d/b/a Sea Jet and Kingfisher Air Service d/b/a Sea Jet did have a close business relationship, which may have resulted in this confusion.

2. (a) As stated in Supplement No. 3, City Wings was providing Mr. Lewis’ updated resume at that time. Again, due to imperfect memory, some dates and names were incorrectly recalled initially by Mr. Lewis. In the interim, Mr. Lewis recalled additional details and updated his resume accordingly, which in turn was submitted on October 18th. One of those details was that Sea Jet was not an operating airline but instead was an entity that leased a trade name (Sea Jet) and a seaplane to an operating airline (Kingfisher). As mentioned above, Mr. Lewis now recalls Sea Jet’s corporate name to be Lewis Airlines, Inc.

(b) Enclosed is a table identifying the name of each air carrier in which Mr. Lewis has held a 10 percent or greater equity interest or served as an officer or director.

3. While Mr. Lewis now recalls owning an entity named Lewis Airlines, Inc., he does not recall this entity ever holding a Part 298 registration with the Department. It is possible Lewis Airlines, Inc. obtained its own air carrier authority (i.e. a Part 298 registration and Part 135 operations specifications), but Mr. Lewis does not recall any situation in which such authority would have been used. However, this is only conjecture as Mr. Lewis has no specific recollection of Lewis Airlines, Inc. obtaining any air carrier authority. Indeed, an inquiry to City Wing’s FAA Flight Standards District Office (FSDO), which would have been the same FSDO for Lewis Airlines, Inc., revealed no records for a Lewis Airlines, Inc., though the FSDO confirmed it does not generally keep records back that far.

4. Cosmopolitan Broadcasting Corporation currently is a holding company that owns Riverside Tower Hotel. It conducts no other business activities. Mr. Lewis is the sole owner of Cosmopolitan Broadcasting Corporation and in turn the hotel. Mr. Lewis’ duties and responsibilities in relation to Cosmopolitan Broadcasting Corporation are to oversee that entity’s business, which consists of only owning the Riverside Tower Hotel. Accordingly, Mr. Lewis’ duties and responsibilities are negligible. Exhibit A5. As stated in the original application of October 12, 2010, Mr. Lewis devotes 90% of his time to overseeing City Wings. Mr. Lewis devotes the remaining 10% of his time to overseeing the Riverside Tower Hotel. As noted in number 4 above, what little time Mr. Lewis devotes to Cosmopolitan Broadcasting Corporation is included in the 10% devoted to the Riverside Tower Hotel since that hotel is Cosmopolitan Broadcasting Corporation’s only asset. Aguadilla Airline Service is not actively engaged in any business at this time. Therefore, Mr. Lewis does not devote any of his time to this
company.

As Director of Operations, Mr. William Weist oversees and is responsible for all City Wings flight activities. Mr. David Peltier, Chief Pilot, is in charge of day-to-day flights. Mr. Edward Lucia, Director of Maintenance, is responsible for maintaining the airworthiness of City Wings’ two aircraft. As manager of non-flight personnel, Ms. Yilong Xiang is responsible for sales, marketing and other administrative aspects of the business. Given that Mr. Lewis devotes 90% of his time to City Wings, his residence is in the same location (St. Thomas) as City Wings’ base of operations, and his years of experience with owning and operating small air carriers, there is no question that Mr. Lewis will maintain adequate supervision at City Wings.

### Air carriers in which Don Lewis Holds or Has Held a 10 Percent or Greater Equity Interest or Serves or Has Served as an Officer or Director

Carrier % Equity Held Positi ons Held DOT/FAA Authority

City Wings 100 President Part 298 registration/Part 135 on demand operations specifications Aguadilla Air Services 51 1 President Part 298 registration/Part 135 on demand operations specifications V.I. Seaplane Shuttle 50 Chairman Commuter Air Carrier Authorization/Part 135

commuter operations specifications Shuttle Transport 2 100 President Part 298 registration/Part 135 on demand operations specifications Seaplane Shuttle Transport 2 100 President Part 298 registration/Part 135 on demand operations specifications

1 Supplement No. 3 inadvertently implied that Mr . Lewis owned 100% of Aguadilla Air Services when he actually owns only 51%, as stated in City Wing’s original application.

2 The names of Seaplane Shuttle Transport and Shuttle Transport were misspelled in Mr. Lewis’s resumes previously submitted. Instead of Seapla ne Shuttle Transit and Shuttle Transit, these carriers were named Seaplane Shuttle Trans port and Shuttle Transport, respectively.Exhibit BExhibit  C