First, don't forget to include required turns and vertical runs with the linear distance between the amplifier and the speaker.
This chart on Yamaha's site suggests that 14 guage wire would be a bit light for an 85 foot run. They recommend no more than an 80 feet for 14 guage wire.
For more detailed info, check this
Cable Loss Calculator on Electro-Voice's site.
Getting back to the Yamaha chart, see the note for the *asterisk:
* Cable lengths more than 50 feet should be avoided even if the cable size is adequate, as the ability of wire to transfer high frequency sound is diminished regardless of the cable gauge. Best performance is achieved by moving the amplifier(s) closer to the speakers in order to reduce the speaker cable length.
They're right. It's easier to get much better performance from remotely located speakers by running shielded line level signals from the preamp to the power amp (or amps, if you're bi-amping or tri-amping) at each speaker location.
Hope that helps.
