+1, I'd missed this previously, but with the VTT changes going on and the token-movement measurement feature, perhaps its a good time for it now anyway I both play and DM on maps that offten have "difficult terrain", and there's a lot of "is that ground difficult or not?" questions asked that slow play. If you could just drag a token and see the limit of your movement, it would be so much easier. I'd want both the token-move measure and some kind of visual texture (translucent cross-hatching or similar) on the marked terrain. You might also want to have some kind of extra-cost featue (eg, climbing a 10' wall costs X times the normal one-square movement, so draw a line at the edge of the wall, and it applies that one-time cost to pass it). For the ruler, you'd need a slider for "ground movement" and "measurement" (spell range, flying movement, etc) and some kind of cost field (is difficult terrain 2x movement cost, or something else? And, since many sheets have a move field, although its often just a number, you'd need some way to link a token to that variable and set a units (feet, meters, squares, miles, km, parsecs etc) for interpreting the number, which could be used in conjunction with the map units For the painting, you might be able to leverage the light barrier system. Paint a closed region as difficult using the usual painting (lines, shapes) tools, and when the token crosses the border line it toggles from normal to difficult cost, or vice versa.