Winnipeg has an important history in aviation, including the major manufacturing and overhaul facilities that still exist, and being the place in which both Air Canada and the predecessor of CP Air were founded, the home of Canada's first international airport and also militarily with respect to the Commonwealth Air Training school in the Second World War. So the name makes a good deal of sense even though it is true that Ben Hatskin liked it because he was an acquaintance of Sonny Werblin. I don't think we'd be watching the Winnipeg Yankees if Werblin had owned a baseball team instead - the name had to make some sense for the city and anyone in the 1960s or 70s would have thought it did.
Scott Taylor wrote a great story on Hatskin beginning on page 7 of this seniors' newspaper:
https://seniorscope.com/images/pdfs/v21n4_oct10_22.pdf