If a listener can't be covered by an Empire FM, chances are they aren't in the metro... do the advertisers or the station care?
With the exception of Eastern Long Island, the Class-B FM signals from the Empire State Building reach past the edges of the NY Radio Market and into adjacent markets and counties. For ratings based ad sales there is no reason why the stations or advertisers would care about uncounted listeners past the metro borders.
If the teams care about listeners in those adjacent markets, they can sign up radio affiliates there. Even being on the big WCBS-AM signal, the Yankees still have radio affiliates in the Hudson Valley, Bridgeport CT., and Warren County, in Northwest NJ.
And the Jets, now on 98.7, are reaching the East End of Long Island with two FM affiliates, adjacent market Ocean County NJ with an FM affiliate, Western New Jersey and Eastern Pennsylvania with an AM affiliate, and still offering Jets games on AM on local stations in Morristown and Asbury Park, within the New York market.
So, even for teams interested in the adjacent market audience, there are good options for that coverage. They don't need a 50-kw AM signal to reach those out-of-market fans.