DL1 w/ camera & Catalyst v3.3 pro on the road

Having several DL1s w/ camera unit plus server at FOH. placing switcher at dimmers, would like feedback about getting signal to DL1s from server being 250'-300' away from units? 2 outputs: 1-DL1s; 2-Video projector.

looking for advice to running cable lengths without signal loss & being wise with setup.