Yes that looks as though it would work, although I also think it looks unfinished without the interlock. Don't forget to add whatever manual and emergency switching is required at the winch location. Consider the situation that the radio receiver goes nuts and starts randomly winding the thing up or down, or goes dead and you get stuck halfway up. I would like a 'local / remote' changeover switch to select either the receiver outputs or manual up and down buttons, an an emergency stop that cuts all control power. Again, up to you to comply with safety codes on that.
Not sure what tool you are using to crimp those 0.25" receptacles but visually the results seem a little variable. The crimp placement seems inconsistent and it is not putting the strain relief crimp around the insulation. FWIW It should be impossible to move or pull the conductor out of the terminal without destroying either the wire or the terminal.