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Plan "A" back and forth through the rigging tunnel and the rubrail definately seems too long of a run. You'll need pretty big wires to avoid voltage drop...

On mine (a 1991 Outrage 17), I simply put the TM plug in front of the console and when I use it, I ran the cables on the short portion (1ft. or so) of the front deck then under the cooler/seat to the plug. Yes, there's a possibility of tripping on the cables when in use but it's still better than a permanent raceway that's always there...

http://whalercentral.com/forum/viewth...d_id=16516

Edit: I just saw on your personal page that there's no bow rail in the way. The quick disconnect bracket installation will be a piece of cake!