The station is owned by Katahdin Communications, Inc.[2] WSYY-FM plays a mix of oldies/classic hits, adult contemporary, rock music, and some country crossovers.

[5][6] The current format, branding, and slogan was probably adopted around March 1, 2004, when Katahdin Communications, Inc. assumed control of WSYY-FM & AM from Katahdin Timberlands, LLC as a result of the radio station facing increasing land disputes, initially as a short term lease agreement, but the transfer of ownership became permanent.

[7] Those land disputes would lead to a loss of WSYY-FM's 23,500-watt transmitter location (featuring an antenna HAAT of 211 meters).

WSYY-FM may have been operating under a Special Temporary Authority License (a 12,000-watt facility with an antenna HAAT of 68 meters via Hammond Ridge on Lake Road), ever since as long ago as late 2007, pending a planned permanent move to a 22,000-watt facility with an antenna HAAT of 198.4 meters (from just off Nicatou Road in Medway, well east of WSYY-FM's old or current transmitter tower location).

The transfer was completed on April 2, 2021, when 1240 WSYY returned to the air with translator 102.5 W273DJ debuting with the opening game of the Boston Red Sox.